Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Fax machine
Private outdoor pool (unheated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Pool or snooker table
Private outdoor pool (heated)
Trampoline
Video player
Fridge
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Freezer
Boat available
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips
Tennis in town

Horse riding
Fishing
Golf course on site or within 15 min walk
Waterfront

See all

Less

5,275 houses

Sort by:

⛱⛰⛷ POCONOS LAKE FRONT CABIN ★ HOT TUB, 4-Season Rm 2 Fireplaces Game Ro

Blakeslee house

4 bedrooms
3 bathrooms

sleeps 10

Match: Rental types Beach or lakeside relaxation

All filters match

Price per night from

$329

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$222

LAKE HOUSE * FORMER MIKE TYSON`S MANSION WITH POOL, TENNIS COURT

Farmington cottage

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$3,442

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 5B) - Walk to Beach

Hyannis hotel apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$116

NEW LISTING! Captain Gosnold Village - 3BR Cottage (Unit 17ABC) - Walk to Beach

Hyannis hotel apartment

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$742

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 18A) - Walk to Beach

Hyannis hotel apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$116

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit M6) - Walk to Beach

Hyannis Port hotel apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$169

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16A) - Walk to Beach

Hyannis hotel apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$116

Cove at Yarmouth

West Yarmouth hotel apartment

1 bedroom
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$256

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit 8AB) - Walk to Beach

Hyannis hotel apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$169

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16BC) - Walk to Beach

Hyannis Port hotel apartment

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$116

Walk to Beach and Main St. - 3BR/3BA Cottage at Captain Gosnold Village (15ABC)

Hyannis Port apartment

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$209

NEW LISTING! Captain Gosnold Village - Studio Cottage (Unit M1) - Walk to Beach

Hyannis hotel apartment

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$103

⛷⛰⛱ Mt. Maplewood Chalet ★ Pocono Mt. Split Lodge: HOT TUB, Kids & Pets

Thornhurst guest house

4 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$275

Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Osterville apartment

2 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$523

Walk To Lake Wequaquet. Close to Main Street & Beaches. Central Cape

West Barnstable apartment

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$523

⛰⛷⛱ POCONO Stream Side Mountain Lodge ★ Hot Tub, near EVERYTHING - Famil

Pocono Pines lodge

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$288

⛷⛰⛱ Cozy Ski Chalet 2BR ★ Pocono Mt. w/HOT TUB & Fireplace - 1st Fl. Ap

Thornhurst apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$356

⛷⛰⛱ POCONO Spacious Chalet ★ Lodge- HOT TUB, Game Rooms,

Thornhurst chalet

6 bedrooms
3 bathrooms

sleeps 16

1 of 2 match: Rental types, Beach or lakeside relaxation

1 of 2 filters match

Price per night from

$390

The Frances

Moneta house

8 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$558

Charming Waterfront Beach home near Ocean City

Ocean Pines house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$574

Perfectly Located Quality 3 bedroom, Walk to Ski Slopes, Trails, Horses, Tennis

Davis house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$683

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$1,434

Sylvan Lake Rome City Indiana

Rome City house

4 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$287

In Camelback Resort, 2 car lengths from the slope, Fits 2 families

Tannersville house

3 bedrooms
3 bathrooms

sleeps 12

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$287

Tiny House Village at Bristol Motor Speedway!

Bluff City house

20 bedrooms
20 bathrooms

sleeps 4

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$574

Hidden Cave

Gibisonville house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$345

5 Bedroom Beach House with Pool

Rehoboth Beach house

5 bedrooms
3 bathrooms

sleeps 13

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$345

Ashley’s Abode-VA Creeper Trail vacation rental

Whitetop house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 minutes

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$138

Clean & Spacious Home / Perfect Getaway

Fort Washington house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$213

2+BR Renovated Gingerbread Cottage - Walk to All

Oak Bluffs house

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$525

Oak Bluffs Rental - Walk to the Beach

Oak Bluffs house

3 bedrooms
3 bathrooms

sleeps 7

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$459

Stunning Contemporary Home on the Water in the heart ofVirginia Beach

Virginia Beach house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$631

Cleveland, Ohio City, Upscale, private residence with courtyard and fireplace

Cleveland house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$332

Bayside Beach house in Maravista, walk to beach

Teaticket house

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$225

Wooded Retreat PLUS Derby

Louisville house

5 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$1,721

Beside New York Yacht Club

Newport house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$132

Heaven retreat!! 5000 sq ft. Sleeps 16 (pool) Poconos, Historic Honesdale

Honesdale house

5 bedrooms
5 bathrooms

sleeps 15

1 of 2 match: Beach or lakeside relaxation, Rental types

1 of 2 filters match

Price per night from

$798

Viewing 38 of 5,275
rentals in Chestertown

Also consider

Ocean City 146 properties
Baltimore 67 properties
Annapolis 64 properties
North East 46 properties
Montgomery County 46 properties
National Harbor 13 properties
Talbot County 12 properties
Kent Island 10 properties
Calvert County 10 properties
Ocean Pines 10 properties
Glen Burnie 9 properties
Edgewater 9 properties
Oxon Hill 8 properties
Mount Rainier 7 properties
Rosedale 7 properties
Severna Park 7 properties
Fort Washington 6 properties
Suitland 5 properties
Parkville 5 properties
Chillum 5 properties
Garrett County 5 properties
Marion Station 5 properties
Florida 19,957 properties
Hawaii 2,716 properties
Alabama 1,158 properties
Washington 962 properties
West Virginia 496 properties
Vermont 425 properties
Illinois 160 properties
Connecticut 156 properties
South Dakota 137 properties
Nebraska 34 properties

Houses Chestertown

Per night

5,275 houses

Viewing 38 of 5,275rentals in Chestertown

Also consider

Viewing 38 of 5,275
rentals in Chestertown