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Vacation Rentals & Apartments in Wellfleet

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1,159 apartments

#304: Beachy keen cottage! Across from Mayo Beach, and short walk to downtown!

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$120

#309: Charming Victorian home on the bay in Wellfleet - walk to water!

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$132

#305: Great location! Right across from Mayo beach and short walk to downtown!

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$126

Main House 138212

Wellfleet cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$271

95 Indian Neck Rd. 130276

Wellfleet cottage

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$314

Stylish Wellfleet Home w/Patio on 2 Private Acres!

Wellfleet house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 8 minutes

Price per night from

$393

Spectacular Private Waterfront and Beachfront Home

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 6

“Unforgettable” Heaven on earth at Drew and Heather's ! Very pleasant house, with all facilities, and a hudge sundeck. High tide, and it's like a private pool at 30 ft. Low tide, and a wonderful sandbeach appears 6 hours for fantastic walks. Can you imagine nicer bike rides very early in the morning to PB's restaurant and baker at highway 6 (about 20 mn ), for a wonderful croissant breakfast ! So much to say about the stay at Wellfleet, Just come and see by yourself. It's sure, I'll be back (from France)

Responds fast! avg. 2 hours 7 minutes

Price per night from

$310

Cliffside Cottage at Surf Side. Just down the street from a great ocean beach.

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Life is Good!” Cliffside allows you to slow down and enjoy the little things that make life special. This was our second stay at Cliffside and we hope there will be many others. We love this cottage. Wonderful kitchen with delightful yellow dishes, comfy beds, cozy decor, lots of light via all the windows and skylights, fireplace for chilly evenings and an extra shower outdoors for sandy toes. Didn't use the available internet and glad there is no tv. Lots of family games and books to enjoy! Great little walk to the beach. The multitude of songbirds in the pines surrounding the cottage will make sure you don't miss the sun rising over the ocean. Location is close to everything on the Cape. Spending time away from Cliffside can be difficult though. A second coffee in the screened in porch makes you want to linger all day. Armand and Lisa make you feel right at home when you arrive and are always happy to recommend local restaurants, provide assistance and ensure your stay is perfect in every way. East coast hospitality at it's very best! If you want to step away from the hurried pace of everyday life, then Cliffside is the place to relax!

Responds fast! avg. 1 hour 24 minutes

Price per night from

$195

#301: Your dream location - Walk to historic downtown Wellfleet! Dog Friendly!

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$144

National Seashore Treasure, 4 bedroom, private beach on kettle pond.

Wellfleet house

3 bedrooms / 3 bathrooms / sleeps 8

“It Doesn't Get Much Better Than This!” We live most of the year in a big, busy city and spend much of that time pining for Wellfleet. We have rented various homes in Wellfleet almost every year from 1987 to last year, and so we speak from experience with a variety of homes and locales. Overall, this is the most peaceful, quiet and natural place that we have ever rented. The proof, as they say, is in the pudding: We discovered this place five years ago, have come back every summer since, and hope to return as long as we are able. The cabin is set deep in the woods of the National Seashore at the edge of a beautiful kettle pond that we swim in, sail in and gaze at from the enclosed porch, the open deck, and even from the lovely, quiet bedroom. We love to hike around this pond and several others nearby and we bike to the ocean in one direction and to the village in the other. The owners are lovely people and we look forward to dealing with them each year and they do everything they can to make sure we have a pleasant stay. Even on those days where we are at Herring Cove or some other beach all day, we look forward to returning to the cabin, taking a sunset swim, an outdoor shower and firing up the barbecue. It doesn't get much better than this.

Price per night from

$289

Classic Cottage w/ Artist's Garden - Near Beach, Dining & Wellfleet Center

Wellfleet house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$225

Wellfleet Cottage on the bay

Wellfleet apartment

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$304

60 Fifth Ave 128189

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$530

Ocean Breeze Cottage at Surf Side 200 steps from the ocean beach

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 4

“A little bit heaven away from the everyday world!” We had a wonderful time at Ocean Breeze! Armand and Lisa are great hosts. Armand met us at the cottage and provided helpful information about all the interesting local attractions. The cottage was clean, quaint, and peaceful. The sound of the wind, surf and birds was incredibly soothing. The location was perfect too. The cottage is steps from LeCount Hollow Beach and close to the Cape Cod Bike Trail. Several historic town centers are nearby which off a wide variety of excellent shopping, art galleries and dining experiences. We enjoyed everything from the fresh seafood (blue fish is delicious) to the early morning walks on the beach (LeCount Hollow is great for Grey seals, tidal pools and polished glacial rocks and pebbles). Roasting marshmallows and observing the stars, moon and the Milky Way on clear nights is quite a treat as well. A perfect vacation- Ocean Breeze is a fantastic vacation spot on the Cape!

Responds fast! avg. 1 hour 24 minutes

Price per night from

$201

#319: Family compound, Game Room, 2-min walk to downtown, 5-min to Long Pond!

Wellfleet house

7 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$330

60 B Long Ave 127467

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$143

1553 State Highway 96392

Wellfleet house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$229

#311: Modern, Architectural, Ocean Views, FIVE decks, Lt Island!

Wellfleet house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$264

Ocean View Cottage at Surf Side - Roof-top Deck. Walk to ocean beach

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Fantastic stay with great management!” The service was fantastic. Management was very attentive and knew all of the best places to go and events to experience. The home was very cozy, clean and located very near the beach. We were right inside the boundaries of the Cape Cod National Sea Shore, which meant that we were close to amenities and yet isolated enough to be comfortable and not crowded. The management service and location was what we liked best, with access to the beach and access to excellent information. Unfortunately, the weather during our stay was mainly cloudy and cold. But, you can't control the weather! We look forward to next years return trip and hope for sun!

Responds fast! avg. 1 hour 24 minutes

Price per night from

$197

216 Samoset Avenue 92775

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

“Overall a superior experience.” The only complaint was that the master bedroom bureau had not been dusted/cleaned in quite a while. Dust, hair, pins and junk on top. Big turnoff initially, otherwise everything was in good shape and very comfortable for us both.

Price per night from

$229

Water views, nature, short walk to beach

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 45 minutes

Price per night from

$454

Bonnie Dune at Surf Side Walk to ocean beach

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Charming , delightful place.” Armand was always available, kind and helpful. The house is situated in a lovely place and the beach is only a few minutes away. We had all what was necessary for a comfortable stay and we liked everything about this cottage . Our dog enjoyed the place and felt right away at home. Within minutes distance there is an excellent French Bakery. All the details about what this cottage is offering are clearly presented on their website. This is a charming place and will go back as soon as we can.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$213

Surf Rider Cottage at Surf Side - Roof-top Deck - Walk to ocean beach

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Happy Families” We found out about these cottages via Travel and Leisure Magazine. Everything was as described- so yes, a little basic on the amenities, but we knew that. We had a wonderful time, and photographs and memories will keep us thinking of our trip. Armand and Lisa were great to deal with, and we enjoyed the quiet beauty of Lecount Hollow beach, and the more boisterous beach bar scene at the Beachcomber.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$195

60 A Long Ave 127414

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$157

Piney Ridge Cottage at Surf Side - Walk to ocean beach

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“The best vacation I ever had.” Wellfleet is just heaven. It is friendly and down to earth. There is more to do than one is able. Every outside activity is available. Just about every entertainment is there as well, much of it at no cost. We biked, hiked, jumped waves, minigolfed, saw indoor and outdoor theatre and more. The cottage was perfect. It is simple and clean. Steps away from the beach. A short walk from three wonderful bakeries. Lots of great dining and farmer's market options. It is just off the main road so very quiet. We walked back to the beach each night to view the stars. A perfect cottage and a fabulous vacation.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$195

Newer Home on 24-Acre Nature Conserve w/ Sun Deck, Fireplace, Patio, Fire Pit

Wellfleet house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$254

#318: Hilltop Peace & Seclusion amidst National Seashore w/ Modern Architecture!

Wellfleet house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$240

Sea Haven at Lecount Hollow Beach. Ocean View, 185 steps to the beach

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 6

“We will be back!” Great location, nice beach, very nice property manager to deal with. The house had everything you need and more.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$221

Beachcomber at Surf Side 200 steps to a wonderful ocean beach

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 4

“Home away from home- and the best beach ever!” Steps away from the sand and surf, this cottage was right next to one of the best beaches in the us. The manager was incredibly helpful, welcoming and friendly, we felt very much at home. The bathroom was rather small (not that big of an issue), the beds could have been more comfortable, but the kitchen was great, all of the amenities we could have wanted to make our stay super convenient. This cottage is in a great location, if you can pull yourself away from the beach there are a number of stunning biking and walking trails, and of course a great French bakery up the street!

Responds fast! avg. 1 hour 24 minutes

Price per night from

$184

40 Harvard St. 129890

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$236

Wellfleet Pleasant Point Vacation Rental

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$371

Oceanside Cottage at Surf Side - Roof-top Deck - Walk to ocean beach

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“A Very Relaxing Time by the Ocean” We stayed in the Ocean Side cottage for one week in the off season and found it very relaxing. We walked along the ocean for many hours, cooked some awesome meals using seafood from the local fish market and read books. The cottage is very nice. It has a late 1940/early 1950 feel with knotty pine paneling throughout. The owners are quite artistic and have adorned the place with paintings and drawings and funky things. The kitchen is modern and ready for cooking, yum, yum. The screened in porch is a very nice place to sit and it is very quiet. The national seashore is across the street and through the dunes. Being so close to the beach you can go there night or day. Watching the moon rise over the atlantic was wonderful. Also, it is dark enough to see a billion stars. We are looking forward to returning to the same cottage next year. Can't wait!

Responds fast! avg. 1 hour 24 minutes

Price per night from

$332

Surf Side cottage #3 at Surf Side Cottages. Walk to ocean beach

Wellfleet cottage

3 bedrooms / 1 bathroom / sleeps 6

“Love Surfside” Great service armand! Looking forward to return. Hopefully chimney works better.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$227

Bessies Cottage - Lower priced alternative

Wellfleet cottage

2 bedrooms / 1 bathroom / sleeps 4

“Good Value-Nice small house” Great alternative to a hotel at reasonable price. Has wifi, tv and even a/c in the bedrooms. Nice back deck, with bike trail right behind. Has everything you need (very thoughtful). (Could use a bit more lighting.) Just off rt 6 on side-street, so can be a bit noisy if you want absolute quiet but very convenient location. And armand is a prince! Nice master BR with another small room with bunk beds.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$110

Wellfleet Village Antique 134371

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$212

285 Blue Heron Road 19101

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

“great weather, lovely house” The house is clean and uncluttered, with comfortable furniture and decent appliances. It is pleasant to sit on the deck, especially in the morning and read a book and drink coffee or to sit with my grandson as he had his breakfast. The location is good for my daughter and me because it is close to Willy's Gym.

Price per night from

$136

15 Way **********

Wellfleet cottage

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$336

Great Location at LeCount Hollow Beach A/C Sleep 6

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 41 minutes

Price per night from

$175

Viewing 38 of 1,159
rentals in Wellfleet

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About Wellfleet

Visit the village of Wellfleet in Cape Cod Massachusetts for a classic New England coastal vacation. Spend some time in the colorful flea markets and quaint beachside shopping areas. Visit the old town and learn more about Cape Cod's history of whaling adventures and storm battered lighthouses. Explore the rocky coastal ecosystem including its teeming tide pools and salt marshes. Or, hike the trails of marine and inland wildlife sanctuaries.

After watching the sunset over the Atlantic Ocean, head to some of Cape Cod's best seafood restaurants where world-class chefs serve fresh ocean catches in a relaxed and welcoming atmosphere. You and your family will never run out of educational and inspiring things to do in Wellfleet. Come here to relax, have fun, explore and make lasting memories.

Here are a few additional suggestions as you plan your trip:

  • Visit the Marconi Wireless Station: This historic preserved home in White Cedar Swamp contains a representation of Marconi's wireless transmission station, from which the world's first wireless message was sent.
  • See a show: See a live performance at the Wellfleet Harbor Actors Theater, or watch a movie the old fashioned way at the Wellfleet Drive-In.
  • Visit the Left Bank Art Gallery: This gallery is one of the most popular art galleries in town, featuring the work of well-known regional painters and sculptures.
  • Explore the Wellfleet Historical Society Museum: Learn more about the role of this town in Massachusetts' history.
  • Walk the trails of the Wellfleet Bay Wildlife Sanctuary: This peaceful refuge is a great place to go bird watching and wildlife spotting. You may also want to visit the Wellfleet Audubon Sanctuary.
  • Play on the beach: Marconi Beach is a popular place to experience quintessential Cape Cod beach culture. Play in the waves, fly a kite, rent a sea kayak and explore the coastline, or just relax in the sun.

No matter what season of the year you plan to visit Wellfleet, you'll certainly have no trouble finding the perfect vacation rental. Rent a cabin close to the hiking trails and state parks or find a romantic summer condo just big enough for two. If you're staying for a while, rent a villa or beautiful summer home close to the beach. It's easy to find a vacation house in Wellfleet big enough to host your friends and family with a magnificent view of the Atlantic Ocean.

Top Destination reviews

National Seashore Treasure, 4 bedroom, private beach on kettle pond.
Truly AMAZING!!!!!!

Wow! What an amazing property. Our party consisted of 4 people (3 adults and one preteen). Three of us stayed in the Big House with the 3rd adult in the Summer Side Cottage. The property allows for each side to have adequate privacy while also being able to enjoy the shared spaces. The beauty, quiet and tranquility of these homes is something very special. The homes are set in the woods with a gorgeous pond just a stairwell away. We rarely left except when we had to fetch groceries or dinner since we were living in paradise. The Big House was comfortable with a well stocked kitchen. If you are big into cooking, bring your own knives as the ones that are supplied could use an update. The benefit of renting both sides is the cottage is also well-stocked and between the two kitchens, we were able to make due. The house has DSL internet and is equipped with satellite TV (if that is your thing). We brought a DVD Blu Ray player (for the preteen) and we were glad we did since the TV has basic channels. The Big House's decor is dated and it is immaculate and that makes up for some of the dated feel. Dealing with the owner (Tamara Colvin) was delightful. Tami was easy to work, was responsive to our inquiries and made our stay just delightful. We look forward to returning next summer.see more
Spectacular Private Waterfront and Beachfront Home
Hidden gem with beautiful sunset waterfront views

I stayed at the cottage for two nights with my boyfriend. During low tide, we walked down the beautiful stone staircase to the sandy ocean floor. The view from the deck was breathtaking and I couldn't imagine not wanting to eat every meal on the outdoor table. The kitchen had everything we needed for our stay and the outdoor grill worked perfectly. The cottage was also a quick drive to many beaches, restaurants, and bars. We had a wonderful time exploring the many different hiking trails nearby during the day and watching the sunset over the water at night. Even the living room had a view of the ocean. We can't wait to make plans to visit again. Thank you for a wonderful visit and fantastic hospitality!see more
Ocean View Cottage at Surf Side - Roof-top Deck. Walk to ocean beach
It's a piece of heaven

If your idea of a vacation centers around being a few hundred yards away from a great Cape Cod beach which is a short walk through a wooded path and a parking lot, in a 1950's style summer cottage, no TV, all essential items in the cottage, not fancy, lots of character, great outdoor shower (indoor also) located on a national seashore, on what must be one of america's most scenic roads, then this place is for you. This is a casual place. Don't expect luxury. It's a "housekeeping rental", which means bring your own sheets and towels, and leave the cabin broom-clean when you leave. We love this place and still look forward to this vacation paradise after more than 10 consecutive years of coming. We have prepared many excellent meals in the outdated and basic kitchen, and on the outdoor grill. There are also lots of fine restaurants within an easy drive. I almost forgot to mention the roof deck, with an ocean view! The one improvement I would love is much better lighting. The days of track lights are long over!see more
Sea Haven at Lecount Hollow Beach. Ocean View, 185 steps to the beach
A Great Retreat for a Beach Loving Family

Beautiful sunset and beautiful sunrise! Coffee on the beach in the morning! Good times boogie boarding on the atlantic breaks! Fun dinners on the back deck with ocean view. Comfortable for four adults! Armand was always just a phone call away when we needed him, like when we locked the keys in the cottage, he got us back in within minutes!see more
Wellfleet Vacation Cottage Deck2 Condos
Amazing

Loved this cottage. In a beautiful spot with a walkway surrounding a pretty pond. So close to the beaches. Can’t wait to stay again! … see more
#332: Downtown Location, Spacious & Updated Home!
Perfect location

We loved staying in Wellfleet where beaches are beautiful and less crowded-especially enjoyed walking at Great Island, which is very remote and beautiful! House is very close to shops and restaurants-we walked a lot! Mayo beach is less than 1 mile with ample free parking. House has very nice, well stocked kitchen and recently renovated bathrooms. Cottage was a great private hangout for the four older cousins. WiFi was up to young adult standards. Just a few drawbacks: as stated in listing, there is ONLY enough parking for 4 vehicles. Living room in main house is small for 10 guests and dining room is a large underutilized space-would suggest a smaller dining table with a few comfortable chairs so people could spread out. The screened porch was also a nice shady space. Grills were in great shape with plenty of propane. Would have liked to open windows but a lot of them are painted shut. Staff at Del Mar are helpful and answer emails promptly.see more

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