Top 50 North Fork Vacation Rentals

Houses (1,714)
Cottages (182)
Estates (42)
Golf rental (1,235)
Beachfront (409)
Beach view (376)

Explore a selection of North Fork vacation rentals

Beach Cottage On Long Island Sound Just Steps To Beach
Guests4
Bedrooms2
Bathroom1
Wonderful 4.2 / 5
$152 avg/night
2 beds
1 Bathroom
Guests 4
10 reviews
Southold, NY- Heart of North Fork Wine Country
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.5 / 5
$250 avg/night
4 beds
3 Bathrooms
Guests 10
2 reviews
Renovated beach cottage - less than 10 minute drive to 10 wineries
Guests4
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$295 avg/night
3 beds
2 Bathrooms
Guests 4
13 reviews
Spacious Farmhouse in North Fork Wine Country Minutes from Long...
Guests8
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$186 avg/night
4 beds
2 Bathrooms
Guests 8
1 reviews
Convient and safe home surrounded by water and beautiful villages
Guests7
Bedrooms4
Bathroom1
Wonderful 4.8 / 5
$50 avg/night
4 beds
1 Bathroom
Guests 7
25 reviews
Safe home surrounded by water and beautiful villages
Guests7
Bedrooms4
Bathroom1
Wonderful 4.8 / 5
$54 avg/night
4 beds
1 Bathroom
Guests 7
25 reviews
Spacious Entertainer's Dream Home Close to Wineries/Beaches...
Guests10
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$539 avg/night
4 beds
3 Bathrooms
Guests 10
36 reviews
Charming And Chic Beach / Vineyard Home Abutting A Farm And Beach...
Guests10
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$449 avg/night
4 beds
3 Bathrooms
Guests 10
7 reviews
Greenport Soundfront Estate
Guests15
Bedrooms8
Bathrooms7
Wonderful 5 / 5
$1,429 avg/night
8 beds
7 Bathrooms
Guests 15
8 reviews
Family And Pet Friendly 3 Bed+, 1.5 Bath Lovely Victorian Former...
Guests6
Bedrooms3
Bathroom1
Wonderful 4.7 / 5
$257 avg/night
3 beds
1 Bathroom
Guests 6
26 reviews
North Fork Getaway
Guests6
Bedrooms2
Bathroom1
Wonderful 4.6 / 5
$187 avg/night
2 beds
1 Bathroom
Guests 6
19 reviews
Studio Retreat Walking Distance From Everything In Greenpor...
Guests2
Bedroom1
Bathroom1
Wonderful 5 / 5
$143 avg/night
1 bed
1 Bathroom
Guests 2
6 reviews
Fabulous Waterfront Property in the Heart of Wine Country
Guests5
Bedrooms3
Bathroom1
Wonderful 4.9 / 5
$279 avg/night
3 beds
1 Bathroom
Guests 5
32 reviews
Historic 1830 Captain's home garden wing, huge private garden...
Guests4
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$229 avg/night
2 beds
1 Bathroom
Guests 4
28 reviews
Charming And Spacious Five Room Suite..Steps To Bay Beach ,Stroll...
Guests4
Bedrooms2
Bathrooms0
Wonderful 5 / 5
$325 avg/night
2 beds
0 Bathrooms
Guests 4
72 reviews
Charming 1720 Historic Home, Easy Summer Living For Friends And...
Guests7
Bedrooms4
Bathroom1
Wonderful 4.8 / 5
$229 avg/night
4 beds
1 Bathroom
Guests 7
10 reviews
Sleeps 5-6- Walk To Private Beach-In Wine Country
Guests5
Bedrooms2
Bathroom1
Wonderful 4.2 / 5
$155 avg/night
2 beds
1 Bathroom
Guests 5
6 reviews
The Ultimate Beach Getaway
Guests5
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$450 avg/night
2 beds
1 Bathroom
Guests 5
7 reviews
Relax to a Unique Vineyard View
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$350 avg/night
3 beds
2 Bathrooms
Guests 8
37 reviews
Spectacular Water Views From Charming Bay Front Cottage
Guests5
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$325 avg/night
2 beds
1 Bathroom
Guests 5
14 reviews
South Jamesport Bayside Beach House
Guests6
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$53 avg/night
2 beds
1 Bathroom
Guests 6
18 reviews
Porch On Front~ Greenport Village 1st floor apartment, Easy Walk...
Guests6
Bedrooms2
Bathroom1
Wonderful 4.9 / 5
$321 avg/night
2 beds
1 Bathroom
Guests 6
54 reviews
Orient Point Waterfront Home
Guests7
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$351 avg/night
3 beds
2 Bathrooms
Guests 7
15 reviews
Perfect North Fork Escape Just Steps Away From The Beach
Guests7
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$182 avg/night
2 beds
2 Bathrooms
Guests 7
3 reviews
Historic 1830s Greenport Home
Guests8
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$321 avg/night
4 beds
3 Bathrooms
Guests 8
18 reviews
One Of A Kind Spacious Queen Anne Home Awaits You
Guests14
Bedrooms5
Bathrooms4
Wonderful 5 / 5
$700 avg/night
5 beds
4 Bathrooms
Guests 14
33 reviews
Bootleg Alley #5 - Harbor View Downtown
Guests4
Bedroom1
Bathroom1
Wonderful 5 / 5
$286 avg/night
1 bed
1 Bathroom
Guests 4
13 reviews
Spectacular Beachfront Home in Wine Country
Guests12
Bedrooms5
Bathrooms3
Wonderful 4.9 / 5
$500 avg/night
5 beds
3 Bathrooms
Guests 12
16 reviews
Beautifully appointed waterfront property with heated pool and...
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.6 / 5
$634 avg/night
4 beds
3 Bathrooms
Guests 10
10 reviews
Lighthouse Inspired Lakefront Beach House, Overlooking Long Island...
Guests6
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$271 avg/night
4 beds
2 Bathrooms
Guests 6
6 reviews
Bay Beach 3bd Cottage. Walk To Beach And Jitney!
Guests6
Bedrooms3
Bathroom1
Wonderful 4.8 / 5
$285 avg/night
3 beds
1 Bathroom
Guests 6
13 reviews
Completely Renovated House Steps To The Beach In Heart of North...
Guests7
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$97 avg/night
3 beds
2 Bathrooms
Guests 7
13 reviews
Art Lovers Lair in Historic Greenport Building
Guests2
Bedroom1
Bathroom1
Wonderful 5 / 5
$239 avg/night
1 bed
1 Bathroom
Guests 2
25 reviews
Orient Village 3BR Beachfront Cottage with Hot Tub
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$350 avg/night
3 beds
2 Bathrooms
Guests 6
9 reviews
Cute and updated House Close To Beach And Town. Private Garden And...
Guests8
Bedrooms4
Bathroom1
Wonderful 4.9 / 5
$378 avg/night
4 beds
1 Bathroom
Guests 8
10 reviews
Beachfront Community, Minutes to Wineries, Woodcliff Park-Pet...
Guests8
Bedrooms2
Bathroom1
Wonderful 4.5 / 5
$214 avg/night
2 beds
1 Bathroom
Guests 8
17 reviews
Beautiful NEW Waterfront Paradise In Southold
Guests10
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$621 avg/night
4 beds
3 Bathrooms
Guests 10
6 reviews
The Farmhouse on Front Street
Guests14
Bedrooms5
Bathrooms3
Wonderful 4.9 / 5
$599 avg/night
5 beds
3 Bathrooms
Guests 14
17 reviews
Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2...
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$637 avg/night
3 beds
2 Bathrooms
Guests 6
4 reviews
Charming Summer Cottage Rental Close to Beach & Town
Guests4
Bedrooms2
Bathroom1
Wonderful 5 / 5
$250 avg/night
2 beds
1 Bathroom
Guests 4
5 reviews
North Fork Cottage Getaway With Private Beach Rights
Guests9
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$250 avg/night
4 beds
2 Bathrooms
Guests 9
7 reviews
Architect Designed Home in Waterfront Village
Guests4
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$357 avg/night
3 beds
2 Bathrooms
Guests 4
2 reviews
Newly Renovated 4-Bdr House with Heated Pool and Private Beach...
Guests8
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$700 avg/night
4 beds
2 Bathrooms
Guests 8
4 reviews
Beautiful Colonial Mint Condition Summer House Walking Distance to...
Guests8
Bedrooms5
Bathrooms3
Wonderful 5 / 5
$510 avg/night
5 beds
3 Bathrooms
Guests 8
3 reviews
Renovated Home On Private Country Lane Close To Beaches...
Guests10
Bedrooms4
Bathrooms2
Wonderful 4.9 / 5
$222 avg/night
4 beds
2 Bathrooms
Guests 10
11 reviews
Restored Seaport Home
Guests6
Bedrooms3
Bathroom1
Wonderful 4.9 / 5
$500 avg/night
3 beds
1 Bathroom
Guests 6
37 reviews
Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub...
Guests10
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$452 avg/night
3 beds
2 Bathrooms
Guests 10
54 reviews
Designer's Dream - Charming Boathouse in Greenport Village
Guests4
Bedrooms2
Bathroom1
Wonderful 5 / 5
$300 avg/night
2 beds
1 Bathroom
Guests 4
6 reviews
Historic Beauty on North Fork
Guests8
Bedrooms4
Bathroom1
Wonderful 4.9 / 5
$452 avg/night
4 beds
1 Bathroom
Guests 8
7 reviews
Located in the heart of wine country/BEACHES/shops...
Guests8
Bedrooms3
Bathroom1
Wonderful 5 / 5
$375 avg/night
3 beds
1 Bathroom
Guests 8
13 reviews

North Fork, Suffolk County, NY, USA Vacation Rentals

Beach Cottage On Long Island Sound Just Steps To Beach

Southold, NY- Heart of North Fork Wine Country

Renovated beach cottage - less than 10 minute drive to 10 wineries

Spacious Farmhouse in North Fork Wine Country Minutes from Long...

Convient and safe home surrounded by water and beautiful villages

Safe home surrounded by water and beautiful villages

Spacious Entertainer's Dream Home Close to Wineries/Beaches...

Charming And Chic Beach / Vineyard Home Abutting A Farm And Beach...

Greenport Soundfront Estate

Family And Pet Friendly 3 Bed+, 1.5 Bath Lovely Victorian Former...

North Fork Getaway

Studio Retreat Walking Distance From Everything In Greenpor...

Fabulous Waterfront Property in the Heart of Wine Country

Historic 1830 Captain's home garden wing, huge private garden...

Charming And Spacious Five Room Suite..Steps To Bay Beach ,Stroll...

Charming 1720 Historic Home, Easy Summer Living For Friends And...

Sleeps 5-6- Walk To Private Beach-In Wine Country

The Ultimate Beach Getaway

Relax to a Unique Vineyard View

Spectacular Water Views From Charming Bay Front Cottage

South Jamesport Bayside Beach House

Porch On Front~ Greenport Village 1st floor apartment, Easy Walk...

Orient Point Waterfront Home

Perfect North Fork Escape Just Steps Away From The Beach

Historic 1830s Greenport Home

One Of A Kind Spacious Queen Anne Home Awaits You

Bootleg Alley #5 - Harbor View Downtown

Spectacular Beachfront Home in Wine Country

Beautifully appointed waterfront property with heated pool and...

Lighthouse Inspired Lakefront Beach House, Overlooking Long Island...

Bay Beach 3bd Cottage. Walk To Beach And Jitney!

Completely Renovated House Steps To The Beach In Heart of North...

Art Lovers Lair in Historic Greenport Building

Orient Village 3BR Beachfront Cottage with Hot Tub

Cute and updated House Close To Beach And Town. Private Garden And...

Beachfront Community, Minutes to Wineries, Woodcliff Park-Pet...

Beautiful NEW Waterfront Paradise In Southold

The Farmhouse on Front Street

Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2...

Charming Summer Cottage Rental Close to Beach & Town

North Fork Cottage Getaway With Private Beach Rights

Architect Designed Home in Waterfront Village

Newly Renovated 4-Bdr House with Heated Pool and Private Beach...

Beautiful Colonial Mint Condition Summer House Walking Distance to...

Renovated Home On Private Country Lane Close To Beaches...

Restored Seaport Home

Southold Waterfront complete with Boat Dock, Boat Ramp, Hot Tub...

Designer's Dream - Charming Boathouse in Greenport Village

Historic Beauty on North Fork

Located in the heart of wine country/BEACHES/shops...