Charlestown Rentals

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119 Houses

Modern 1850s Luray Farmhouse near Lake Arrowhead

Luray house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$457

RIVERKEEPER INN, Waterfront Cottage on the Potomac

Harpers Ferry bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$228

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,117

City Living in a Park-Like Setting

Pikesville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 14 minutes

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Price per night from

$172

5 Bedroom Beach House with Pool

Rehoboth Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

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Price per night from

$344

Heavenly Comfort, Spacious Apartment

Woodbridge house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$102

Summit at Massanutten Resort: 2BR/2BA/Full Kitchen.

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$155

3 Bedroom Rehoboth Condo, Close to everything with Linens Included

Rehoboth Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$155

Serene Waterfront Apartment on Kent Island

Stevensville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$229

Vista Grande - WIFI / pet friendly

Luray log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“nice family friendly” The owners are very nice and helpful , enjoyed our time , nice view is a plus , location is close to lots of attractions . Thanks.

Responds fast! avg. 44 minutes

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Price per night from

$201

Christopher's Riverside Cabins"The Shuck"

Luray house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Memorial Day Weekend” The place was great and had everything we needed. Gene was awesome, always replying quickly to questions, and even working with us on early check-in and late check-out. My only suggestion would be to check out the shower head upstairs - was a little all over the place :)

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Price per night from

$258

Sheraton Vistiana

Ashburn condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$205

Waterfront Property, Kayaks, Private Dock, Near Town

St. Michaels house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$859

3 SEAS COTTAGES - QUIET DOWNTOWN NEIGHBORHOOD - 15A

Rehoboth Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Best place to stay on the beach!” We had a great vacation at the "3 Seas Cottages this past week, in fact, it was the best relaxing vacation we have had in years. Everything was as advertised and much more. We checked in on Saturday and when we return from the beach we found a tin of cookies on the porch that Susan the owner had baked for us. When met Susan later that day we found her to be the sweetest person you could every meet and so accommodating. The place was perfect, right down to the soap in the brand new outdoor cedar shower. The neighborhood was so quiet it reminded me of stepping back in time when life moved a much slower pace… Everyone in the neighborhood was friendly as they walked their dogs, walked to the beach, or took a night stroll to dinner. The location is perfect because it’s only a 10 minute walk to the beach, boardwalk, and the restaurants. The entire place has been very recently renovated, the furnishings and the attention to detail is top notch. We enjoyed shopping at the local markets, produce stands and cooking in the kitchen and on the gas grill on the patio. We spent a few evenings just sitting on the screened-in porch listing to some jazz music and drinking a bottle of wine, it was heavenly. We enjoyed ourselves so much we booked it again for next summer the same week.

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Price per night from

$377

Rock Haul

Swanton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Relaxing at the lake!!” Peaceful and quiet. Plenty of room for family. Right on the lake. Kitchen has everything needed to cook. Cozy and clean with rustic charm!!

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Price per night from

$401

White Oak Retreat

Swanton house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Lovely place for family vacation!” This spacious log house was a perfect fit for our first family trip to Deep Creek. We had plenty of room for our group of 11 people (3 couples and 5 single adults). Everyone was pleased with the accommodations. It was clean, spacious and well equipped. John & Kathy Joyce were a pleasure to deal with. They were very helpful from beginning to end. We had such a good time that we hope to visit again next year.

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Price per night from

$401

West Park Gardens--Master Suite

Culpeper b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$177

Sea Glass Waterfront Beauty /w PVT POOL/Lift/ Golf Cart #Beach/Dock/Kayaks

Rehoboth Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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Price per night from

$859

“Unbelievable value” We were a family group of 3 couples plus an infant traveling to a wedding at the Usna chapel. The home was just wonderful, had a great view, was very clean, and was well equipped for the cooking being planned. Stores, restaurants, and liquor store were close by. Easy on and off the freeway into annapolis. Scott was very personable and worked with us to make our visit just right from the moment we first contacted him about renting.

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Price per night from

$453

Garfield Guest House - Hawksbill Suite

Luray guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Outstanding” We had an amazing time in Luray and absolutely loved the Garfield Guest House. It was perfect for our stay. It was clean, spacious, comfortable, romantic and convenient all wrapped in one. We hope to return every two years as a new tradition.

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Price per night from

$144

Christophers Riverside Cabins "The Jive"

Luray house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$287

Forest Glen - WIFI / pet friendly

Luray house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“The property fulfilled exactly as it was advertised providing exactly the amenities we required for our stay.” Forest Glenn provided us with the amenities we required so that we were not burdened having to pack a multitude of extra luggage and utensils. The dog also had a wonderful week whom Becky and David welcomed to their property. The setting is quiet and serene making it a spectacular setting for R&R. This provided us with a central location to visit the sites we had planned to see. (Shenandoah National Park 3x's, a bear in the wild, Smithsonian Air And Space museum at Dulles, Monticello, Virginia civil war museum, and the George Washington National Forest.( A lot of good hiking trails. At least 2 handicapped accessible.)

Responds fast! avg. 44 minutes

Match: Water sports

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Price per night from

$178

Tranquil Easton Waterfront Property

Easton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$6,870

Love Point Waterfront

Kent Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“Love Point Retreat” I stayed at Paula's property 3 times so far. We stayed once in October 2014 and twice in April 2015. Here is how I would break it up: Owner: Paula is very nice, accommodating and extremely responsive. She was easy to deal with, answered all of our questions and concerns timely. Property (Interior): The property is really clean and very well maintained considering its age. I also feel that it is properly stocked with all the necessities. Property (Outdoor Space / View): We spend the majority of our time there outside. The deck / backyard area is very well maintained and stocked with adequate furniture. We used the gas grill every day of our stay. The dock is set up nicely for fishing including rod holders and a light for night fishing. The view from the dock is to die for, the Bay is so wide and the Bay Bridge is a nice backdrop to the view specially during sunset. Fishing: Fishing is the best I have ever experienced (compared to all other rentals I tried). I caught numerous species from the dock including Spot, White Perch and of course Striped Bass (Rockfish). I caught my biggest Rockfish ever from the dock there (39 inch fish, roughly 30 pounds) in April. Overall, I love the property, the view and the peaceful surroundings. A great bonus for me is the short one hour commute to get there. We will definitely be back to Love Point for an encore.

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Price per night from

$458

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Price per night from

$630

Amazing Grace Getaway

Luray house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great time” We had a great time in this house. First of all, there was not a speck of dirt when we moved in. The house is perfectly situated. 10 mins from Luray, 20 from Shenandoah River Outfitters and 10 from the Thorton Gap. We did a canoeing trip, two greats hikes and a rafting trip all in 4 full days. We could've easily stayed for more. We're looking forward to staying again...

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Price per night from

$373

Luxury High End Sunset Island Condo walk to Beach

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Ocean City Vaca” This place was amazing, clean and the condo complex was beautiful. If you have kids they will Love here. We had a great experience and plan on visiting again. Did I mention that this condo was very clean. I was impressed the second we walked through the door.

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Price per night from

$252

Bayside Resort back to the water house

Fenwick Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$630

Acorn Hill - WIFI / pet friendly

Luray log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Acorn Hill” House was very clean and well equipped. Owners were exceptional in assisting us with a very minor issue. Beds were comfortable. House was centrally located, short drive to area attractions. Wish there was a view of the river but the sunrises were beautiful!

Responds fast! avg. 44 minutes

Match: Water sports

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Price per night from

$189

Grand View - WIFI / pet friendly

Luray log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great views in a very clean, comfortable cabin in the woods.” We truly enjoyed our too-brief stay in Grand View cabin. The views from the family room as well as from the deck are amazing. The kitchen was well stocked and everything was spotlessly clean and neat. We can't wait to come back again.

Responds fast! avg. 44 minutes

Match: Water sports

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Price per night from

$201

Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths

Cambridge house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.

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Price per night from

$1,030

River Dell Bed & Breakfast

Luray b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$224

West Park Gardens - Spacious King

Culpeper private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$148

Vintage Bungalow-cozy, walk to shops, water, free pkg.

Annapolis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$476

3 SEAS COTTAGES - QUIET DOWNTOWN NEIGHBORHOOD - 15B

Rehoboth Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Another great beach week” We returned to 15B for the second straight summer, and for the second straight summer we enjoyed a great week! The new outdoor shower was an added bonus and matched the high quality of the rest of the accommodations. Susan, the owner, makes everything very easy with the parking pass and use of the nice beach chairs and umbrella.

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Price per night from

$557

West Park Gardens--Comfortable Queen

Culpeper b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$131

Beach Getaway Lewes Community

Lewes house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Water sports

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Price per night from

$258

Tropical Paradise in Washington DC Metro Area

Fort Washington apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$61

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