Updating...
Match: Private pool Cycling trips Golf course on site or within 15 min walk Tennis in town
All filters matchPrice per night from
$1,032
Hilltop Haven in Montauk with Heated Pool perfect for Families
Montauk house
- 4 bedrooms
- 4 bathrooms
- sleeps 9
Match: Private pool Cycling trips Golf course on site or within 15 min walk Tennis in town
All filters matchPrice per night from
$688
3 of 4 match: Private pool, Cycling trips, Golf course on site or within 15 min walk, Tennis in town
3 of 4 filters matchPrice per night from
$172
** PERFECT FOR FAMILIES ** CLOSE TO BEACH ** PET FRIENDLY ** LOTS OF AMENITIES**
Montauk house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
3 of 4 match: Private pool, Cycling trips, Golf course on site or within 15 min walk, Tennis in town
3 of 4 filters matchPrice per night from
$1,260
3 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$2,523
Serene & Private East Hampton Summer Rental w/pool
East Hampton house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$983
3 of 4 match: Private pool, Cycling trips, Golf course on site or within 15 min walk, Tennis in town
3 of 4 filters matchPrice per night from
$516
3 Master Suites, huge lower level, 4 mins drive from beach with private chef
Quogue house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
3 of 4 match: Private pool, Cycling trips, Golf course on site or within 15 min walk, Tennis in town
3 of 4 filters matchPrice per night from
$975
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$1,376
ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE
Sag Harbor house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$987
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$3,276
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$1,147
Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events
Marlborough manor house
- 9 bedrooms
- 12 bathrooms
- sleeps 22
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$4,128
Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town
East Hampton house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$660
Lushly Landscaped Contemporary With Pool East Hampton North
East Hampton house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$574
Gorgeous Vintage Farmhouse, Pool/Central Air, Town 4 min Walk, Beach 8 min Drive
East Quogue house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
3 of 4 match: Golf course on site or within 15 min walk, Cycling trips, Tennis in town, Private pool
3 of 4 filters matchPrice per night from
$574
2 of 4 match: Cycling trips, Private pool, Golf course on site or within 15 min walk, Tennis in town
2 of 4 filters matchPrice per night from
$287
Relax and Enjoy Stunning Quonnie Waterfront-Clam, Fish and Kayaks Provided!
Charlestown house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$551
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$1,311
Luxe Villa- Mins from Mohegan, Jacuzzi/Pool, Sauna, On-site Spa, plus More
Norwich villa
- 1 bedroom
- 1 bathroom
- sleeps 4
1 of 4 match: Cycling trips, Tennis in town, Private pool, Golf course on site or within 15 min walk
1 of 4 filters matchPrice per night from
$172
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$401
2 of 4 match: Tennis in town, Golf course on site or within 15 min walk, Cycling trips, Private pool
2 of 4 filters matchPrice per night from
$1,090
Shorecrest Beach House, 4 bedroom private beach front, new renovation
Southold house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$917
Bright & clean summer rental plus beach pass two blocks from ocean beach
New London house
- 2 bedrooms
- 2 bathrooms
- sleeps 9
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$332
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$746
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$230
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$1,434
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$344
Oceanfront Beachhouse--Stunning Views, Private Beach,WiFi
Charlestown house
- 2 bedrooms
- 4 bathrooms
- sleeps 5
2 of 4 match: Golf course on site or within 15 min walk, Private pool, Cycling trips, Tennis in town
2 of 4 filters matchPrice per night from
$511
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$1,147
BEAUTIFUL AND PEACEFUL RESORT-LIKE SPLIT LEVEL HOUSE FOR NON-SMOKERS ONLY
Worcester house
- 3 bedrooms
- 1 bathroom
- sleeps 5
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$172
2 of 4 match: Tennis in town, Golf course on site or within 15 min walk, Cycling trips, Private pool
2 of 4 filters matchPrice per night from
$1,376
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$17,200
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$5,160
Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos
Tuckahoe house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$2,523
1 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Private pool, Tennis in town
1 of 4 filters matchPrice per night from
$2,006
Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Deals!
Westhampton Beach house
- 6 bedrooms
- 6 bathrooms
- sleeps 14
2 of 4 match: Cycling trips, Golf course on site or within 15 min walk, Tennis in town, Private pool
2 of 4 filters matchPrice per night from
$1,503
1 of 4 match: Cycling trips, Tennis in town, Private pool, Golf course on site or within 15 min walk
1 of 4 filters matchPrice per night from
$12