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373 Houses

(9) Excellent 

18

Cutchogue Beach Cottage

North Fork / Cutchogue

Cutchogue cottage

2 6 14 nights min

  • 2 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Child Friendly

Price per night from

$151

Price per night from

$151

27

NEW! Nassau Point Home in Long Island Wine Country

North Fork / Cutchogue

Cutchogue house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$240

Responds fast!
avg. 53 minutes

Price per night from

$240

23

North Fork retreat walking distance to Peconic bay beach

North Fork / Cutchogue

Cutchogue house

3 8 14 nights min

  • 3 bedrooms
  • sleeps 8
  • 14 nights min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning

Price per night from

$270

Price per night from

$270

4

Beautiful Luxury Home with Pool in the Heart of Wine Country

North Fork / Cutchogue

Cutchogue house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$701

Price per night from

$701

14

North Fork Long Island Wine Country Cottage, Water Views

North Fork / Cutchogue

Cutchogue house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$276

Price per night from

$276

Great rentals within 20 miles that match your search

Distance approx 8.78 km from Cutchogue

9

WATERFRONT HOME ON SHINNEOCK BAY

Southampton / Hampton Bays

Hampton Bays house

3 4 13 nights min

  • 3 bedrooms
  • sleeps 4
  • 13 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$451

Price per night from

$451

Distance approx 18.32 km from Cutchogue

24

NEW! Cozy Amagansett Home w/Pool - Walk to Beach!

Hamptons / Amagansett

Amagansett house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$741

Responds fast!
avg. 44 minutes

Price per night from

$741

Distance approx 9.79 km from Cutchogue

(2) Excellent 

30

WATERFRONT Estate on Shelter Island. Fully Renovated. 100 Ft DOCK

Hamptons / Shelter Island

Shelter Island house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$251

Price per night from

$251

Distance approx 8.1 km from Cutchogue

(11) Excellent 

Certificate of Excellence

14

Waterfront Condo C204 at The Cliffside Resort

North Fork / Greenport

Greenport apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Certificate of Excellence

Price per night from

$251

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$251

Distance approx 9.39 km from Cutchogue

(1) Excellent 

17

Relaxed Village Farmhouse

North Fork / Greenport

Greenport house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Air conditioning
  • Private garden

Price per night from

$401

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$401

Distance approx 7.97 km from Cutchogue

46

Large swimming pool/Walking distance to the bay

Southampton / Hampton Bays

Hampton Bays house

4 10 14 nights min

  • 4 bedrooms
  • sleeps 10
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Car not necessary

Price per night from

$686

Price per night from

$686

Distance approx 18.64 km from Cutchogue

26

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

Hamptons / East Hampton

East Hampton house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$2,194

Responds fast!
avg. 34 minutes

Price per night from

$2,194

Distance approx 8.2 km from Cutchogue

(2) Excellent 

14

Sag Harbor designer home, Chef's kitchen & one block from the water

Hamptons / Sag Harbor

Sag Harbor house

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,645

Responds fast!
avg. 2 hours 40 minutes

Price per night from

$1,645

Distance approx 8.7 km from Cutchogue

20

Southampton Beach Home -Great Location

Hamptons / Water Mill

Water Mill house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$1,197

Responds fast!
avg. 3 hours 11 minutes

Price per night from

$1,197

Distance approx 16.85 km from Cutchogue

14

HAMPTON ACCOMMODATIONS 1 / FREE BIKE RENTALS

Hamptons / East Hampton

East Hampton b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Private garden

Price per night from

$176

Responds fast!
avg. 2 hours 0 minutes

Price per night from

$176

Distance approx 8.06 km from Cutchogue

13

Walk to the beach

Southampton / Hampton Bays

Hampton Bays house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$701

Responds fast!
avg. 1 hour 12 minutes

Price per night from

$701

Distance approx 4.72 km from Cutchogue

15

Southold Summer Home for rent

North Fork / Southold

Southold house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$465

Price per night from

$465

Distance approx 9.28 km from Cutchogue

12

Cottage Garden

Southampton / Hampton Bays

Hampton Bays cottage

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Air conditioning
  • Private garden

Price per night from

$326

Price per night from

$326

Distance approx 11.38 km from Cutchogue

22

Hamptons-E Quogue, w/pool, Avail August 2016 18K

Hamptons / East Quogue

East Quogue house

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$715

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$715

Distance approx 6.33 km from Cutchogue

11

Peacful Cottage In One Of Southampton's

Hamptons / Southampton

Southampton cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$401

Price per night from

$401

Distance approx 8.11 km from Cutchogue

4

Seahaven Resort Motel Unit 4

Hamptons / Southampton

Southampton hotel apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$210

Price per night from

$210

Distance approx 3.45 km from Cutchogue

25

piece of Heaven

North Fork / Mattituck

Mattituck house

4 14 30 nights min

  • 4 bedrooms
  • sleeps 14
  • 30 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$1,502

Price per night from

$1,502

Distance approx 6.39 km from Cutchogue

18

North Fork Beach Bungalow

North Fork / Southold

Southold house

5 10 14 nights min

  • 5 bedrooms
  • sleeps 10
  • 14 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$501

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$501

Distance approx 8.25 km from Cutchogue

(5) Excellent 

71

Post Modern Quaint Home Near Beach

Southampton / Hampton Bays

Hampton Bays house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 11 mi
  • Swimming pool

Price per night from

$801

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$801

Distance approx 10.17 km from Cutchogue

(1) Excellent 

11

Cottage in the historic district

Hamptons / Sag Harbor

Sag Harbor house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Ask about pets

Price per night from

$601

Price per night from

$601

Distance approx 16.57 km from Cutchogue

17

RENOVATED BEACH HOUSE W/ HEATED POOL & FIREPLACE!

Hamptons / East Hampton

East Hampton house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$551

Price per night from

$551

Distance approx 19.63 km from Cutchogue

20

Moriches house- minutes to Hamptons, Riverhead or Jones Beach

Long Island / East Moriches

East Moriches house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 10 mi
  • Child Friendly
  • Air conditioning

Price per night from

$242

Price per night from

$242

Distance approx 8.11 km from Cutchogue

9

Seahaven Resort Motel Unit 16

Hamptons / Southampton

Southampton hotel apartment

1 1 1 night min

  • 1 bedroom
  • sleeps 1
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$210

Price per night from

$210

Distance approx 8.11 km from Cutchogue

6

Seahaven Resort Motel Unit 14

Hamptons / Southampton

Southampton hotel apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

Distance approx 16.53 km from Cutchogue

14

Beautiful East Hampton Home in Private Beach Community with Pool

Hamptons / Springs

Springs house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$997

Price per night from

$997

Distance approx 12.76 km from Cutchogue

19

in town of east hampton, bike to beach

Hamptons / Wainscott

Wainscott house

4 10 30 nights min

  • 4 bedrooms
  • sleeps 10
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$952

Price per night from

$952

Distance approx 15.78 km from Cutchogue

13

Charming cottage in the heart of East Hampton village

Hamptons / East Hampton

East Hampton house

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$601

Price per night from

$601

Distance approx 9.13 km from Cutchogue

10

Beautiful decorated Cottage on Quiet Cul-de-Sac

Southampton / Hampton Bays

Hampton Bays house

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$376

Price per night from

$376

Distance approx 10.41 km from Cutchogue

18

Sag Harbor European Designer's Home

Hamptons / Sag Harbor

Sag Harbor house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$1,670

Price per night from

$1,670

Distance approx 9.23 km from Cutchogue

12

Boaters Dream-Waterfront Summer Rental-Peconic Bay

Hamptons / Southampton

Southampton house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Child Friendly

Price per night from

$568

Price per night from

$568

Distance approx 5.08 km from Cutchogue

(2) Excellent 

16

Beach House In Wine Country; walk to beach, large sun room, outdoor dining

North Fork / Southold

Southold cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$326

Price per night from

$326

Distance approx 14.6 km from Cutchogue

27

Loft in a SaltBox

Hamptons / East Hampton

East Hampton house

4 7 14 nights min

  • 4 bedrooms
  • sleeps 7
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$758

Price per night from

$758

Distance approx 10.62 km from Cutchogue

(4) Excellent 

17

Bridgehampton South, Village Gem. Location, Location, Location!

Hamptons / Bridgehampton

Bridgehampton house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$796

Price per night from

$796