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Lara Kavanagh

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Lara is a travel writer and editor with a closet full of musty thrift store finds from all over the world. Her ideal vacation is a big city one packed with live music and good food, but she admits there’s also a place for relaxing by the pool. Her all-time favorite getaway was a month hiding out in Brooklyn, getting the best museum, gallery and foodie fixes. The udon noodles at Samurai Mama still haunt her dreams...

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Pet-Friendly-Dog-Kayaking-Maine

If you’re a dog owner, there’s no doubt you consider your furry companion part of the family. But when it comes to taking a trip, he/she can make things a little tricky. Fear not! Here are our top pet-friendly vacations across America where your pooch pals are just as welcome as you are.

Top Dog-Friendly USA Vacations

If you’re the kind of traveler who just can’t bear to leave the dog at home, you’ve probably experienced the frustration of trying to book a getaway catering for both people and pets. Can my dog stay in this hotel? Can he/she visit the local coffee shop, or sit with me while I eat at a restaurant? And is there anywhere that allows dogs to run and play off the leash?

We’re here to help. Firstly, and most importantly: finding a pet-friendly place to stay. Each location in our list has great pet-friendly vacation rentals available to book from FlipKey. But it doesn’t stop there. You’ll also enjoy off-leash beaches, gourmet pet bakeries, doggy spas, and more.

Vacation rentals are particularly good for this type of trip, as many accept animals and you’ll avoid the obstacles you might experience in other types of accommodation: cramped spaces, no outdoor area, or, most awkward of all, sharing communal areas with people who just don’t like dogs.

Simply book a pet-friendly house from FlipKey with a garden or an apartment just off a dog-friendly beach, and you’ll have the perfect pooch-friendly setting for your stay.

San Diego, California

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You’ll be pleased to hear that the residents of San Diego are barking mad about dogs, so you’ll meet little resistance if you’re bringing a furry companion. Try lunch at the Patio on Lamont at Pacific Beach, where there’s tasty Californian cuisine for you, as well as home-made dog biscuits for canines. There’s also the dog-friendly terrace at the Pier Café on West Harbor Drive. Have a run about at Nate’s Point Off-Leash Dog Park at Balboa Park (open 24 hours) or explore the dunes and surf of Fiesta Island. And why not go all out and book a pet photoshoot with Feather & Fur Pet Photography?

See all FlipKey rentals in San Diego

Bar Harbor, Maine

“Karen’s cottage is exactly as advertised. We brought our two dogs and it was a great property for them as well as a wonderful neighborhood to walk them in. The cottage is well furnished and lacks for nothing.” — FlipKey Reviewer

Pets are most definitely invited in charming Bar Harbor. Sit on the deck at Stewman’s Lobster Pound Downtown, order yourself something delicious, and then check out the special doggie menu for your furball. Margaret Todd Windjammer Cruises accept dogs on board, so you can sail around Frenchman Bay without leaving your favorite companion at the rental. Keep the leash on when exploring Acadia National Park, except at the Little Long Pond Leash-Free Area, where animals can run free.

See all FlipKey rentals in Bar Harbor

Austin, Texas

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West Austin Dog Park is a friendly place for pups and owners, and there’s also the park at Auditorium Shores, which has access to the water. If your dog’s particularly fond of swimming, head to the Red Bud Isle pensinsula for plenty of off-leash fun and lots of water to play in. In February, there’s a popular Mardi Gras Dog Parade, and there are a few other doggy events held throughout the year. Pick up some treats at the Groovy Dog Bakery to keep Fido happy back at the rental while you head out to hear some of that famous Austin live music.

See all FlipKey rentals in Austin

Huntington Beach, California

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Your first stop here should be Huntington Dog Beach, a stretch of true doggy heaven. Dog owners work hard to keep this place clean and the dogs under control, so it’s a pleasant place to visit. If you’re lucky, you might even see a four-legged creature whizzing past on a surfboard. Only in California… After all the excitement of the dog beach, you can book your pet in to freshen up in the Doggie Spa at Seacliff Village.

See all FlipKey rentals in Huntington Beach

Asheville, North Carolina

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“This cabin is older and rustic but it was clean and cute. The fact that it was dog friendly was enough for us because we didn’t have to pay boarding fees…or miss our dogs. The cabin was quiet and had beautiful views. This was a very pleasant place to cook, have dinner on the back deck, drink a glass of wine, and watch the sunset.” — FlipKey Reviewer

Asheville’s got plenty to offer its canine tourists. There are 220 acres of grounds to cover with your pet at the Biltmore Estate, and there’s an onsite kennel where you can park the pooch while you tour the historic house. There’s also the French Broad River Dog Park, with a fenced-off, wood-chipped acre to run around in, and the river to splash in, too. Check out the Woof Gang Bakery for premium animal treats and toys. At Play with Sparky is a doggie daycare facility you could make use of if you’d like to tackle the more challenging local hiking trails sans dog.

See all FlipKey rentals in Asheville

Key West, Florida

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Time to introduce the dog to the buzz of Key West! The Key West Dog Beach is small but friendly, and your pet is free to play in the waves to their heart’s content. If you’d like to get right out on the water together, get in touch with Lazy Dog Kayak and enjoy the surroundings as you paddle along. Get your fresh seafood order in at Nine One Five Bistro and watch the world go by together on the dog-friendly terrace.

See all FlipKey rentals in Key West

Atlanta, Georgia

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You’ll find plenty of other happy dogs living it up in Atlanta. For lots of running space, try the Piedmont Dog Park, a designated off-leash area with a separate space for smaller animals. Pets are welcome on leashes at the Freedom Park and you’ll love discovering the peaceful Chattahoochee River National Recreation Park together. Let your dog take a well-deserved snooze at your pet-friendly rental while you hit the exciting bars and restaurants Atlanta has to offer.

See all FlipKey rentals in Atlanta

Washington D.C.

The Washington Monument is framed by flowering trees.

This impressive city is studded with monuments and cultural institutions, many of them free to enter. Simply settle the dog back at your cozy rental to see the sights that are better for people than pups, then swing back to pick up your playmate and head out for a dog-friendly excursion. Enjoy a leashed walk in leafy Montrose Park, or try the off-leash zones at Shaw Dog Park, S Street Dog Park, and the designated dog run on the waterfront at The Yards Park. Canines can expect a warm welcome, a bowl of water, and a bit of a fuss from staff on the terrace of the friendly Logan Tavern.

See all FlipKey rentals in Washington D.C.

South Lake Tahoe, California

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Known for its skiing, beaches, and stunning alpine lake, this place is also a lovely spot to visit with the dog in tow. The Bijou Dog Park has shady areas, picnic tables, and fresh water to keep pets happy and hydrated. Pretty Kiva Beach is also dog-friendly as long as you keep the leash on. There’s a cage-free dog care facility called Tahoe Best Friends, where you can leave your pup in total comfort while you head out for a sophisticated dinner.

See all FlipKey rentals in South Lake Tahoe

Wilmington, North Carolina

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Four-legged friends are most definitely welcome in this scenic port city. The Java Dog Coffee House serves great coffee, dog treats, and welcomes dogs inside and out. The George Restaurant on the Riverwalk offers a range of tasty Southern dishes, and furry friends can join you on the deck outside. Take advantage of two acres of galloping room at the off-leash Wilmington Dog Park within Empie Park, complete with fencing and separate areas for pups large and small.

See all FlipKey rentals in Wilmington

Portland, Oregon

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“The condo was clean, new, and modern. The location in downtown Portland was perfect! I look forward to my next vacation to Portland so I can stay here again.” — FlipKey Reviewer

How’s this for dog-friendly? Head down to the Tin Shed Garden Café on a Tuesday night to enjoy a free item from the dog menu for each human-friendly dish you order. Bargain! There are some nice off-leash sections for dogs in Chimney Park and Mt. Tabor Park. No visit to Portland is complete without ordering from its world-famous food carts. You can sign up for an official Portland Food Cart Tour and bring your leashed dog along too.

See all FlipKey rentals in Portland

Albuquerque, New Mexico

Choose an adobe-style vacation home in Albuquerque for a spring getaway.

Sunny Albuquerque is a great choice for a vacation, with its endless sunshine, desert vistas, and punchy local flavors. It’s particularly good for those traveling with dogs, as it has more than 10 designated dog parks. North Domingo Baca Dog Park offers a wood-chipped play area, with separate spaces for big and small animals, and some shady spots. There’s also the Rio Grande Triangle Park, Coronado Park, Montessa Dog Park, and more.

See all FlipKey rentals in Albuquerque

Charlottesville, Virginia

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“The fixtures in this two bedroom, 1.5 bath condo are high-grade: wide wood floor planks, granite kitchen counter tops, and enormous floor-to-ceiling windows overlooking the surrounding treetops. Your dog will enjoy running across acres of freshly mowed fields between the house and the rural one-lane road.” — FlipKey Reviewer

Here you’ve got the stunning Blue Ridge Mountains and the spectacular Shenandoah Valley, where there’s plenty for you and your canine companion to look at on a scenic drive. Grab a burger at Miller’s in the dog-friendly outdoor area or some Cajun catfish on the large patio at the Timberwood Grille. Treat your pooch to a runaround at Azalea Dog Park or Chris Greene Lake Park—the latter has a roped doggy swimming area.

See all FlipKey rentals in Charlottesville

Finger Lakes Region, New York

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Rich in vineyards and characterized by its long, narrow bodies of water, the Finger Lakes area is a fascinating place to visit. This is wine country, but don’t feel like you can’t take your pet with you if you want to sample a local bottle. Many wineries around here allow dogs—just call first to check their policy. You’ll also find plenty of pet-friendly vacation rentals to make everyone feel perfectly at home.

See all FlipKey rentals in the Finger Lakes Region

Flagstaff, Arizona

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One thing you’ll notice in Flagstaff is that a lot of the locals are dog owners. Many an establishment has its own furry incumbent ready to welcome you, so you won’t have a problem taking your dog out and about in the area. Diablo Burger has a pet-friendly patio where dogs can rest under a shady table while you enjoy one of the hefty house burgers. You can also get some great deals on vacation rentals in this area, leaving you more cash to spend on other things, like dog biscuits. Check out Thorpe Park Bark Park (try saying that really quickly), where you’ll find agility equipment and plenty of room for exercising.

See all FlipKey rentals in Flagstaff

Santa Barbara, California

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Santa Barbara’s lovely wide beaches and sophisticated center attract visitors all year round. Dog owners should head to the Douglas Family Preserve, where there’s an off-leash beach and walking trails. There’s also an off-leash area at nearby Hendry’s Beach, or Arroyo Burro Beach. At the end of a day on the sands, you can relax with a craft beer and some dinner at the Brewhouse—you’ll be happy to hear it has its own dog-friendly menu, too.

See all FlipKey rentals in Santa Barbara

Seattle, Washington

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Norm’s Eatery & Ale House isn’t just dog-friendly, it’s dog-themed. The walls are dotted with pooch portraits and you’ll find plenty of canine company already enjoying the surroundings when you arrive. Bark Espresso allows dogs outside or in their special hound-friendly lounge. Elegant Washington Park Arboretum welcomes dogs on leashes and Warren G. Magnuson Park has an off-leash area with some water access. Don’t miss the Fremont Oktoberfest Dogtoberfest, which welcomes leashed pets on the Sunday of the Oktoberfest extravaganza.

See all FlipKey rentals in Seattle

The Black Hills, South Dakota

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There are some pretty impressive attractions up here, including the craggy carvings of the Mount Rushmore National Memorial and the monumental buttes and spires of the Badlands National Park. Dogs are only allowed in restricted areas of the Badlands, but there’s plenty of forest and mountainside to discover with your leashed pet in the Black Hills. The little hub of Hill City has a lot of dog-friendly establishments, including the Naked Winery Tasting Room, where dogs are allowed on the patio, and the veranda of the Alpine Inn, a great lunch spot.

See all FlipKey rentals in the Black Hills

Lake of the Ozarks, Missouri

The area around this beautiful and sprawling reservoir is known for its fantastic golf courses, wineries, and, of course, water sports. There are several dog-friendly hubs around here, one being the waterfront Dog Days Bar & Grill at Osage Beach, where they host a Canine Cannonball jumping contest each year. To the south in Branson, you’ll find Elmo and Rosalea Marrs Dog Park, complete with agility equipment, picnic tables, and plenty of room to play. If you need to do a little fur-free sightseeing, check your dog into Branson Pet Resort, where they’ll be well looked after while you investigate the environs.

See all FlipKey rentals in Lake of the Ozarks

Rehoboth Beach, Delaware

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In friendly Rehoboth Beach you can explore the lively boardwalk, packed with entertainment and places to eat, or treat the family to a day at Jungle Jim’s Water Park, where you’ll find slides, go-karting, and mini-golf. Delaware Seashore State Park welcomes leashed dogs to play in the surf and on the sands, and The Big Chill Cantina is a pooch-friendly place for a drink at the end of the day.

See all FlipKey rentals in Rehoboth Beach

Sanibel Island, Florida

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“Coquina Cottage was perfect! We are used to the resort experience, but I have to say that this was just what we needed! We took our two dogs, Bella and Sadie with us… No need to bring a lot with you because everything was provided that we needed to enjoy our stay. We will certainly return again.” — FlipKey Reviewer

Sanibel Island is a cheerful vacation spot for pets and owners. Gulfside Beach, also known as Algiers Beach, is a good doggy destination, with calm, shallow waters to gallop through and sands strewn with beautiful seashells. Like all of the local beaches, dogs are very welcome, but you should keep them on the leash. Be sure to drop into the Island Paws pet shop for nutritious treats and high-quality toys.

See all FlipKey rentals in Sanibel Island

Nantucket, Massachusetts

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Historic Nantucket Island is bordered with sandy stretches where dogs are welcome to roam on their leashes, such as Francis Street Beach and Surfside Beach. You can take your dog out on the water on a private charter with Endeavor Sailing Excursions or sit back and relax with a drink at the dog-friendly Cisco Brewers.

See all FlipKey rentals in Nantucket

Asbury Park, Jersey Shore, New Jersey

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Dubbed “Brooklyn on the beach” by the New York Times, this Jersey Shore destination is on the up—and it’s getting its fair share of dog tourism. The famous Wonder Bar club and music venue hosts a popular Doggie Yappy Hour, where you can chill with a drink while your dog socializes in the large fenced area outside. There are two pools for them to splash in, dog biscuits at the bar, and there’s an organised dog run twice a week. The 8th Avenue Dog Beach is a fun spot, with plenty of canines enjoying the shallows and the dunes—check beforehand for timings as there are some restrictions.

See all FlipKey rentals in Asbury Park

Stowe, Vermont

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The beautiful mountain resort of Stowe has two mountains to conquer and a lovely New England village to uncover. Smugglers Notch State Park is breathtaking and accepts all adventurers (including leashed dogs). When you’re done with your hike, you might want to try the Double IPA at the dog-friendly Alchemist Brewery. In nearby Jericho, Mills Riverside Park provides some beautiful meadows for dogs to explore—watch out for the signage telling you which areas are on or off-leash.

See all FlipKey rentals in Stowe

Fort Myers, Florida

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We love Fort Myers for its great shopping, fishing, and beaches. Bring Fido to Barkingham Dog Park or Woof-a-Hatchee Dog Park, both fenced and off-leash parks with watering stations and separate areas for big and small dogs. Two of the more fascinating attractions in the area are the Edison and Ford Winter Estates. Though not dog-friendly, we’d be remiss to leave them unmentioned. These neighboring properties were the winter homes of Thomas Edison and Henry Ford, and you can still explore the laboratory, homes, and gardens. With a pet-friendly rental, it’ll be no problem to leave your dog at the house while you experience these and other great Fort Myers attractions. Just be sure to bring them a treat when you return!

See all FlipKey rentals in Fort Myers

Romantic-Cabin-Getaway-Oregon

Secluded cabin rental for two? Step right this way for tried and tested romantic destinations where love is most definitely in the air.

Romantic Cabin Getaways Loved By Travelers

Reviews tell us a lot about the kind of vacations a destination is good for. So when we were looking for some of the best places for romantic cabin getaways, we checked what travelers had to say. At FlipKey (part of the TripAdvisor family), we used a special algorithm to analyze every single TripAdvisor review, identifying which locations across America had the highest percentage of reviews mentioning romance. What’s left are some of the top romantic cabin getaways that travelers rave about—each boasting secluded cabin rentals available to book on FlipKey. No matter the season, these inviting destinations make excellent retreats for couples in need of some time away together.

There’s no doubt that a cabin makes a pretty romantic setting, whether it’s nestled high up in the mountains or perched on a cliff by the sea. When you book a secluded cabin rental with FlipKey, you get the whole property and its amenities to yourselves, so you can take your morning coffee on a private porch, in a scenic garden, or tucked up in bed with a jaw-dropping view.

Here are 15 traveler favorites for romantic cabin getaways, from red-rocked desert towns to pretty lakeside villages.

Jenner, California

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A couple of hours’ drive away from the throng of San Francisco on a rugged stretch of Cali coast is where you’ll find lovely Jenner. This coastal village is ripe for seal-spotting, beach-combing, and uninterrupted ocean-gazing, and it’s one of the quieter spots featured in this list. Peace at last.

See all FlipKey rentals in Jenner!

Saugatuck, Michigan

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“This home exceeded our high expectations. First, the view took my breath away; it never got old. The elevation and combination of door walls, windows and screened porch off the back and side of the home provide a treehouse atmosphere, while cozy woodwork and furnishings convey warmth. We spent many hours sitting in the screen porch enjoying the sounds of birds and crickets chirping.” — FlipKey Reviewer

On the shores of Lake Michigan stands the small town of Saugatuck. Leave your stresses at the door of your rental—it’s time to relax. You can chill out on Oval Beach, hike across Saugatuck Dunes State Park, or browse the little art galleries in town. Alternatively, you could simply go from cabin to beach to cabin every day, making the most of your time out together.

See all FlipKey rentals in Saugatuck!

Logan, Ohio

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Here’s another beautifully quiet place to hole up in a secluded cabin hideaway. When you’re ready to venture out, try a gentle forest walk in Lake Logan State Park or go boating on a lake full of catfish. At nearby Hocking Hills State Park, don’t miss the atmospheric Rock House, Ash Cave, and Cedar Falls.

See all FlipKey rentals in Logan!

Hood River, Oregon

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“The house is perfect for a family or a couple looking for a centrally located place to stay with gorgeous views of the Gorge. It’s comfy and walking distance to eateries and local grocery stores. Can’t really ask for more than that. Nicely equipped for our needs along with a garage spot and laundry. We’re already looking at dates for a summer visit so we can enjoy the deck and a wonderful glass of wine.” — FlipKey Reviewer

Hood River ticks all the boxes for romantic cabin getaways, with the scenic Columbia River flowing by, plenty of hiking trails for long walks, and picnic stops for undisturbed lunches for two. There are also plenty of good places to eat here, with farm-fresh food lending a truly local touch.

See all FlipKey rentals in Hood River!

Manitou Springs, Colorado

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People used to come to Manitou Springs to drink the naturally carbonated mineral water, thought to have healing powers. You can still taste it today, but if you’re here for romance, you’ll probably want to chug along taking in the views from the Pikes Peak Cog Railway. Here, the highest cog train in the world will take you up through a romantic landscape of rocky terrain and pine forest, finishing with gorgeous views over the Great Plains. Don’t miss the amazing Manitou Cliff Dwellings, preserved Anasazi homes full of artifacts to explore.

See all FlipKey rentals in Manitou Springs!

Big Sur, California

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Not many people, plenty of space, and uninterrupted Pacific views. Sounds pretty romantic to us. Just book your private cabin and you’re all set for the couple’s trip of a lifetime. Driving the coastal road along this breathtaking stretch of California is up there with our all-time favorite activities—do make a stop to snap the famous Bixby Bridge in all its glory.

See all FlipKey rentals in Big Sur!

Aspen, Colorado

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“Very gracious family home. We had a wonderful time. This home had everything for amenities.” — FlipKey Reviewer

It’s easy to see why so many couples choose Aspen for their romantic cabin getaways. Take a horse and carriage ride, ascend the mountain on the Silver Queen Gondola for awe-inspiring views, or book your places on the Aspen Cooking School’s culinary course for couples. We’re sure your first visit won’t be your last.

See all FlipKey rentals in Aspen!

Mendocino, California

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Discover the towering Redwoods, ocean views, and Victorian seaside homes of pretty Mendocino. There are beaches and walking paths to wander at Mendocino Headlands State Park, plus some charming villages to visit in the surrounding area. Just up the road is Fort Bragg, with its glistening Glass Beach and the Skunk Train chugging gently through the forest.

See all FlipKey rentals in Mendocino!

Dahlonega, Georgia

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This is gold-rush territory, so you may want to start your visit at the fascinating Dahlonega Gold Museum, before wading into the river to pan for some of the sparkly stuff yourselves. After that, explore the pleasant historic center, which welcomes you in for romantic wanderings among its 19th-century structures.

See all FlipKey rentals in Dahlonega!

Luray, Virginia

Luray-Virginia-romantic-cabin-getaways

“We love it. The yard is huge with 2 types of grills and a fire pit. The view is phenomenal. The interior is beautiful. The owner is very nice and easy to work with.” — FlipKey Reviewer

This is the cabin capital of Virginia, so you’re in the right place for a romantic cabin retreat. Luray is set in the spectacular Shenandoah Valley, so you can set off to fish and hike in Shenandoah National Park or paddle on the river. A visit to the atmospheric Luray Caverns is a must, with its lofty caverns and huge natural rock formations, all beautifully lit for visitors.

See all FlipKey rentals in Luray!

Blowing Rock, North Carolina

Blowing-Rock-North-Carolina-romantic-cabin-getaways

This area is rich in cozy cabins with glorious views. From spelunking to spa days, there’s plenty to keep couples entertained. Be sure to motor along the Blue Ridge Parkway with the top down for the ultimate romantic drive. Stop off along the way at the curious Blowing Rock itself, which directs the mountain winds upwards.

See all FlipKey rentals in Blowing Rock!

Stowe, Vermont

Stowe-Vermont-romantic-cabin-vacations

The mountain resort of Stowe is stunning throughout the seasons, whether you’re here to ski, leaf-peep, or simply escape the daily grind. This is one for the outdoorsy types, so peel yourselves out of your secluded cabin rental and get involved in the season’s activities. Finish up the day with an intimate meal, accompanied by remarkable alpine views, at the Austrian-style Cliff House Restaurant.

See all FlipKey rentals in Stowe!

Lake George, New York

Lake-George-New-York-romantic-cabin-getaways

The lake is the focal point of romantic cabin getaways in Lake George, so be sure to board a traditional steamboat for a daytime tour of the shore, or, even better, a romantic dinner cruise when the sun goes down. Take a drive or hike up Prospect Mountain for unbeatable views of the surrounding area, or set off to the Natural Stone Bridge and Caves to see the largest marble cave in the east.

See all FlipKey rentals in Lake George!

Leavenworth, Washington

Leavenworth-Washington-romantic-cabin-getaways

Leavenworth is utterly charming all year round, with its Bavarian character and warm welcome. Enjoy horse-drawn carriage rides through town in the spring, sleigh rides through the snow in the winter, and wine-tasting sessions whatever the weather. Simply heaven.

See all FlipKey rentals in Leavenworth!

Sedona, Arizona

Sedona-Arizona-romantic-cabin-getaways

“We had everything we needed here for a comfy stay and we loved the location just minutes from Bell Rock trail and convenient to attractions, food and whatever you want to do in Sedona. The beds were comfy, the home was stocked with pots and pans and dishes, coffee and tea, plenty of towels, bedding and wifi.” — FlipKey Reviewer

Ok, ok, you won’t actually find a wealth of cabin rentals here in sunny Sedona. But this place scored way too highly on the travelers’ romance scale to be left out of this list. Whatever kind of rental you choose, expect a scenic desert town bordered with pine forests and imposing red rock. You can enjoy this striking landscape on a jeep tour, or head out just the two of you to catch some sun and slip down the natural water slide at Slide Rock State Park.

See all FlipKey rentals in Sedona!

Camden-Maine-New-England-Foliage-Rainbow

Don’t think you can afford a picture-perfect fall getaway? Take a look at these optionsperfect for a wallet-friendly weekend (or even weeklong) escape. Bye, bye budget woes. Hello gorgeous New England fall foliage.

Budget Breaks For New England Foliage

At this time of year, we’re surrounded by tempting images of iconic New England foliage ablaze with red, orange, gold, and yellow. But you don’t need to empty your bank account to get those views in person. The following locations make fantastic fall weekend getaways for travelers on tighter budgets.

How are they so affordable? Well, once you’ve picked your prime New England fall foliage trip, pair it with a comfortable FlipKey rental. Vacation rentals can bring your costs down dramatically, giving you a better deal on your accommodation, not to mention more space and the freedom to choose a home that suits your personal style. Having a full kitchen saves money on meals out, and the laundry means you can pack less. Here are 10 affordable New England vacation spots where you can see breathtaking fall foliage without overspending.

Prices reflect the median cost for a weeklong stay in a two-bedroom rental in that destination, between the months of September, October, and November.

Sandwich, Massachusetts: $899/Week

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Image from TripAdvisor.com courtesy of RideAway Kayak in Sandiwch, MA.

Cape Cod Bay location, historic center, village-esque charm: that’s already three bonus points for Sandwich as a top New England foliage getaway. Enjoy uninterrupted autumnal views from the Sandwich Boardwalk, watch traditional glassblowers in action, or cycle the Cape Cod Canal Bike Path.

See all FlipKey rentals in Sandwich!

Rangeley, Maine: $925/Week

Rangeley-Maine-New-England-Fall-Foliage-Affordable-Rentals

This cozy town offers a spectacular array of oranges, reds, golds, and lingering evergreens in the fall. Pack up a lunch in your private rental kitchen and head off for a day of walking, picnics, and moose-spotting, served with majestic views of Rangeley Lake encircled in a riot of leafy color.

See all FlipKey rentals in Rangeley!

Dover, Vermont: $1000/Week

Best-Fall-Vacations-Vermont

“Great condo. Right behind the Tin Lizzy Trail with easy access to everything. Perfect for families.” — FlipKey Reviewer

Dover is located in the Mount Snow Valley, and is well known for its summertime and snowbound appeal. But it’s just as spectacular in the fall. Try a scenic ride on a chairlift for soaring leafy views from Mount Snow, or see the changing foliage on a drive culminating in a hearty meal at the West Dover Inn.

See all FlipKey rentals in Dover!

Bartlett, New Hampshire: $1066/Week

Best-Fall-Vacations-Sugar-Hill-New-Hampshire

Bartlett offers up classic New England fall foliage views in several exhilarating ways. At the Attitash Mountain Resort you can choose from chairlift rides, speedy ziplines, and the Alpine Slide, where two chutes zoom you down the mountainside. Alternatively, take in the colors at a slower pace aboard a vintage train on the Conway Scenic Railroad.

See all FlipKey rentals in Bartlett!

Camden, Maine: $1099/Week

Camden-Maine-New-England-Foliage-Rainbow

There are plenty of leafy trails to explore in Camden Hills State Park, where you can look down from Mount Battie onto the harbor and bay below. You can see some more New England foliage by driving the Mount Battie Auto Road, camera at the ready.

See all FlipKey rentals in Camden!

Warren, Vermont: $1106/Week

Warren-Vermont-Best-Fall-Vacations

Here’s a good New England fall getaway for those who prefer the quiet life. Walk the Warren Path through the hardwood forest for sublime views of the area and don’t miss pretty Warren Falls, with its pools, waterfalls, and natural rock formations.

See all FlipKey rentals in Warren!

Lincoln, New Hampshire: $1190/Week

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“There is so much to do in the Lincoln area that keeping a large group entertained was not a problem. Strenuous hikes on the Appalachian Trail for some; sitting poolside in lounge chairs for others. This unit was especially nice for family gatherings, with the open kitchen connected to a family room and deck, with a small sitting room in a loft above.” — FlipKey Reviewer

This understated little town of clapboard frontages is blessed with soaring natural mountain views all around it. Now’s a beautiful time of year to hike the Flume Gorge, let a gondola lift you up the mountainside, walk along the Pemigewasset River, or join a Pemi Valley Moose Tour.

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Bar Harbor, Maine: $1266/Week

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Bar Harbor’s town is charming and has fantastic water views, but autumn’s leaves will no doubt tempt you up for a hike through neighboring Acadia National Park. The colors are apparently at their finest in mid-October, so what are you waiting for?

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Rockport, Massachusetts: $1399/Week

Rockport is located approximately 25 miles northeast of Boston at the tip of the Cape Ann peninsula.

This seaside village is just lovely in the autumn. Set out to discover Halibut Point State Park, with its granite quarries and tide pools, crunch along the stones on Pebble Beach, or take a picnic to Millbrook Meadow.

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The Berkshires, Massachusetts: $1400/Week

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This magically scenic area boasts a handful of terrific towns that make for a great New England foliage getaway. Get back to nature in Beartown State Forest or October Mountain State Forest, then sit down to a farm-to-table meal and enjoy the fruits of this glorious rural setting.

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Harvest festivals, cider tasting, and crunchy forest trails. We’re loving the cool fall evenings and rediscovering our local parks in their new finery—with the top Midwest vacations for some autumn splendor and fun fall activities.

Best Midwest Vacations In The Fall

This roundup includes small towns with lively hearts and big, bold cities where anything goes. In the fall, these places offer up colorful landscapes (whether they’re urban or rural) plus a range of festivals and events themed for the autumn season.

Whether you favor compact cabins, stylish condos, or multi-story townhouses, book yourself a rental home on FlipKey to come back to after a day of autumnal adventures. Rentals make sense in terms of cost, space, and independence, meaning you end up with a great Midwest vacation trip that’s tailor made for you.

Here’s our 10 top towns and cities in the Midwest where you can pick a pumpkin, try a tasting, and see some fantastic seasonal scenery.

Hocking Hills, Ohio

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“Everything was there. The kitchen was fully stocked with pots, pans, cups, glasses, plates, etc. Bedrooms/bathroom clean as can be. It was like coming into your own home.” — FlipKey Reviewer

Book yourself a cabin and set out to enjoy fall in Hocking Hills. Kick off at Old Man’s Cave, named after a local hermit who made this spot his home, and take advantage of the area’s excellent hiking terrain. Swing by the Circleville Pumpkin Show, with its parades, contests, and stalls selling all the pumpkin-based foods you can think of, and then some.

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Kansas City, Missouri

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Kansas City offer several fall festivals and events. If you’ve got the family in tow, check out the Great Pumpkin Fest at the Worlds of Fun amusement park, where there’s a hay bale maze and kids’ pumpkin patch. You could also try Kansas City Zoo for beer and wine tasting, Halloween-themed events, and of course, plenty of animal fun.

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Custer, South Dakota

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Stay in this quiet mountain town and you’ll have the fall foliage of the Black Hills National Forest right on the doorstep. Climbing, hikers, motor-bikers—they all come here to enjoy Custer’s historic center and the views from the roads and trails around it. Make sure you seek out the passageways and caverns of the Jewel Cave National Monument and the iconic profiles of Mount Rushmore.

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Des Moines, Iowa

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Image courtesy of TripAdvisor. © Kasal Was Here Productions.

Start at Geisler Farms, with s’mores over a fire pit, then pick your way through the corn maze, and choose your own pumpkin to take home. Des Moines has more than 800 miles of trails to explore on foot or by bike, leading you around the city’s fall foliage and further out into the glorious Iowa countryside.

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Galena, Illinois

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Start your tour of Galena boating down the mighty Mississippi River, watching leaves on the turn, or fishing for bass and catfish. You might prefer the aerial view from a hot air balloon with Galena on the Fly, or the arts and crafts at Galena Country Fair, amid the gorgeous autumnal setting of Grant Park. In the evening, try Matthew’s Haunted Pub Crawl for a ghostly local tour washed down with a few drinks.

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Wisconsin Dells, Wisconsin

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“Our condo worked out perfectly for us for the vacation. We loved having the water park on site! Everything was very clean and any request we made was addressed very quickly. Would highly recommend!” — FlipKey Reviewer

The Waterpark Capital of the World is understandably popular year-round, but there are plenty of other things to do here. In the fall, board Dells Boat Tours to appreciate the beauty of the Wisconsin River and the Dells rock formations. The views are arguably even better on the sunset cruise, which comes with dinner provided. This is also a good time of year to zipline through the treetops and see those changing colors up close.

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Ann Arbor, Michigan

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This lively college town has plenty in store in the autumn. Begin with a self-guided tour of Matthaei Botanical Gardens and Nichols Arboretum, bursting with shrubs and trees, and truly breathtaking at this time of year. Nearby Dexter hosts the Apple Daze festival, with hayrides, a pie-eating competition, and plenty of cider to toast the new season. Lest we not forget the main draw in Ann Arbor: The University of Michigan football team. Experiencing a game at the Wolverine’s stadium—the largest in America with a capacity of 111,000 (!) people—is a memorable experience.

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Minneapolis, Minnesota

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“This property has everything you could need, including anything you might have forgotten. The atmosphere is lovely… We rented bikes from the owner, picnicked in the backyard under the sunshade, walked to groceries, restaurants, and coffee, biked to the beach.” — FlipKey Reviewer

Don’t miss the lovely Minnesota Landscape Arboretum, with its seasonal scarecrows, Sensory Garden, and Pumpkin House. If you’re already getting into the Halloween spirit, you might want to bag a ticket for October’s Zombie Pub Crawl, where you’ll be able to taste the best of the excellent Minneapolis craft beer scene (in full zombie garb).

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Traverse City, Michigan

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Warm days, cool nights, and leaves crunching underfoot. This is a great time to book a rental in Traverse City, where you’ll find entertainment in the museums and casinos, and plenty of fall color around the inland lakes and on the sweeping drives from winery to winery. Taste farm-to-fork flavours at a local restaurant, catch your own meal from a fishing boat, or take off on a biking excursion among gorgeous autumn scenery.

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Nashville, Indiana

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“We loved everything about this place. It was in a perfect spot—not far from town, but out of the craziness. The owner was great to deal with, the place was very clean, and it felt like a home away from home! Beautiful setting and backyard, and everything we could possibly need was provided.” — FlipKey Reviewer

By day, admire the colorful landscapes of Brown County, catching the changing leaves of Yellowwood State Forest and Brown Country State Park. In the evening, you can see a bluegrass show, grab a first-rate Nashville dinner, and round the night off in a hot tub.

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