Vacation Rentals & Homes in Gilford

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3,189 homes

3500sqft villa with games, garden and fire pit - spring discounts going on

Tobyhanna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

Match: Climbing frame Shared outdoor pool (unheated) Tennis in town Pets allowed Wheelchair accessible

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Price per night from

$456

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Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove

Cold Spring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

4 of 5 match: Shared outdoor pool (unheated), Tennis in town, Climbing frame, Pets allowed, Wheelchair accessible

4 of 5 filters match

Price per night from

$415

Beautiful bungalow style 1br condo

Meriden condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$260

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$216

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$366

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$279

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$388

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$310

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$326

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$449

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$293

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$289

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Climbing frame, Wheelchair accessible, Tennis in town, Shared outdoor pool (unheated), Pets allowed

3 of 5 filters match

Price per night from

$335

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 3 hours 16 minutes

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$1,219

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$347

180 Steps to the Beach (Pool & Elevator)

Wildwood Crest condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Best vacation ever!” Our vacation was amazing and we just had the best experience booking through flipkey. So easy to use! Fabulous host and beautiful accommodations!

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

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Price per night from

$458

Berkshire Farmhouse Vacation

West Stockbridge house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 15

“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$298

Blue Parrot 3 Bedroom, 1 bath, large deck, wi-fi, sat TV, d/w, microwave

Ocean Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$573

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Tennis in town, Pets allowed, Climbing frame, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$262

OCEAN VIEW RETREAT ON PRIME LOCATION W/ NO CLEANING FEE

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 11 minutes

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$447

Doran Bay Resort Cottages

Iroquois cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$134

Sunset Bay Villas - Another Day in Paradise

Chincoteague Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 34 minutes

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$298

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$361

4 Bdr * Pool * Steps to Beach * Elevator

Wildwood Crest condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$544

Bayfront Luxury Amazing View, Walk to Beach + Boardwalk, and pool

Ocean City condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Mom” Very nice location. Very clean and comfortable. There was plenty a room to get around the kitchen with preparing meals. Not far from the beach everything was in walking distance that's what I was looking for. Very nice

Responds fast! avg. 2 hours 42 minutes

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$178

Sea Colony Farragut House Oceanfront Condo

Bethany Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Loved the location and the condo is very spacious.” Everything was very nice; however we have an issue with our microwave and no one has been in to replace it even though they promised to two days ago.

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$654

Adagio 408

Ocean City condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

2 of 5 match: Shared outdoor pool (unheated), Climbing frame, Pets allowed, Tennis in town, Wheelchair accessible

2 of 5 filters match

Price per night from

$194

15 Acre Catskills Sanctuary with Private Lake, Nature Lovers Retreat

Jewett cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$576

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.

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$252

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

Rehoboth Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$859

Sunset Bay Villas Chincoteague Island - Sunset in Paradise

Chincoteague Island condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 34 minutes

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$298

*Adirondack Mtn view* Unique, Exquisite Farmhouse

Keeseville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$344

Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House

Saugerties house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Columbus Weekend” Myself and 4 friends stayed here for a long Columbus Day weekend. This place is just what we needed. We are all from NYC so the location was extermely convenient for us. The Catskills are just a short drive from the city...well worth the drive. The house was great. Very clean, spaceous, and accommodating. It is located very close to the town of Saugerties and close to Woodstock and Hunter Mtn. The owners are very helpful and generous. I highly recommend this house.

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$247

Beachfront Shabby Chic Luxury Home - On the Sand!

Ocean City house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$779

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$2,290

OCEANFRONT

Ocean City condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Climbing frame, Pets allowed, Tennis in town, Shared outdoor pool (unheated), Wheelchair accessible

3 of 5 filters match

Price per night from

$401

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 3 hours 16 minutes

3 of 5 match: Tennis in town, Shared outdoor pool (unheated), Climbing frame, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$1,390

Sunset Mountain Estate

Monticello house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

3 of 5 match: Shared outdoor pool (unheated), Climbing frame, Tennis in town, Pets allowed, Wheelchair accessible

3 of 5 filters match

Price per night from

$684

Viewing 38 of 3,189
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