Search Vacation Homes in South Jamesport

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Homes in South Jamesport

Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
$6,353 nightly
The price is $7,259
Dec 9 - Dec 10
Total with taxes and fees
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

$5,642 nightly
The price is $6,446
Dec 13 - Dec 14
Total with taxes and fees
Spacious 5-bedroom house with water views and 2 houses from the bay.
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

$5,594 nightly
The price is $6,391
Dec 11 - Dec 12
Total with taxes and fees
Sag Harbor Water View w Dock 1.5ml from town
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Vacation Home in Hampon Bays

9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
$1,113 nightly
The price is $1,272
Jan 4 - Jan 5, 2026
Total with taxes and fees
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Beach
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Vacation Home in Mastic Beach

10.0 out of 10, Exceptional, (5)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
United States
Leonid T.
$274 nightly
The price is $313
Dec 15 - Dec 16
Total with taxes and fees
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Terrace/patio
American Beech in Greenport - Petite King Room 7

Vacation Home in Greenport

9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
$242 nightly
The price is $277
Dec 9 - Dec 10
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Vacation Home in Calverton

2.0 star property
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
$582 nightly
The price is $665
Dec 9 - Dec 10
Total with taxes and fees
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Outdoor spa tub
Hottub, ⛳️, htd pool, Sauna, Basketball

Vacation Home in Mastic

10.0 out of 10, Exceptional, (27)
"Stayed here for my wedding weekends and absolutely loved the house! Very spacious and beautiful yard! Had so much fun "
United States
Tiffany I.
$1,017 nightly
The price is $1,162
Dec 14 - Dec 15
Total with taxes and fees
Hottub, ⛳️, htd pool, Sauna, Basketball
Fridge, microwave, oven, stovetop
4-bedroom beach house minutes from Hamptons

Vacation Home in Calverton

2.0 star property
$539 nightly
The price is $616
Dec 9 - Dec 10
Total with taxes and fees
4-bedroom beach house minutes from Hamptons
Fridge, microwave, oven, stovetop
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Vacation Home in Rocky Point

10.0 out of 10, Exceptional, (23)
"Pet friendly "
United States
Steven
$473 nightly
The price is $540
Jan 1 - Jan 2, 2026
Total with taxes and fees
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Vacation Home in Shirley

10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
$527 nightly
The price is $602
Dec 10 - Dec 11
Total with taxes and fees
Modern Vacation home. Close to The Hamptons
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all

Vacation Home in Greenport

10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
$577 nightly
The price is $659
Dec 9 - Dec 10
Total with taxes and fees
Charming Northfork Townhouse- walk to all
Terrace/patio
Immaculate Waterfront 2 bedroom!

Vacation Home in Hampton Bays

10.0 out of 10, Exceptional, (5)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
$562 nightly
The price is $642
Dec 9 - Dec 10
Total with taxes and fees
Immaculate Waterfront 2 bedroom!
Private kitchen
Cozy 5 Bedroom With Wi-fi And Air Condition

Vacation Home in Wainscott

$1,699 nightly
The price is $1,941
Dec 9 - Dec 10
Total with taxes and fees
Cozy 5 Bedroom With Wi-fi And Air Condition
A heated pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Vacation Home in Southampton

10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
United States
William H.
$1,504 nightly
The price is $1,593
Jan 5 - Jan 6, 2026
Total with taxes and fees
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated

Vacation Home in Greenport

9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
$617 nightly
The price is $705
Dec 9 - Dec 10
Total with taxes and fees
Northfork Townhouse- walk to all/ newly renovated
Property grounds
Beachfront Greenport Villa

Vacation Home in Greenport

9.6 out of 10, Exceptional, (10)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
United States
Melissa F.
$893 nightly
The price is $1,020
Dec 9 - Dec 10
Total with taxes and fees
Beachfront Greenport Villa
Interior
Cozy Hamptons Escape 3BR Minutes From Beach!

Vacation Home in Hampton Bays

9.2 out of 10, Wonderful, (5)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
$800 nightly
The price is $914
Dec 9 - Dec 10
Total with taxes and fees
Cozy Hamptons Escape 3BR Minutes From Beach!
Fridge, microwave, oven, stovetop
Minutes from the beach, brand new 4 bedroom

Vacation Home in Southampton

10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
$971 nightly
The price is $1,109
Dec 12 - Dec 13
Total with taxes and fees
Minutes from the beach, brand new 4 bedroom
Smart TV, fireplace, computer monitors, printers
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Vacation Home in Westhampton Beach

10.0 out of 10, Exceptional, (2)
"awesome house and awesome host"
United States
Matthew M.
$1,920 nightly
The price is $2,193
Dec 23 - Dec 24
Total with taxes and fees
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Jamesport Hotel Reviews

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

10/10 Excellent
"Everything was good "
Monica 1-night trip
Posted 17 hours ago
Budget Host East End Hotel in Riverhead

Find out more about South Jamesport

South Jamesport Vacation Homes information

Number of reviews
131
Accommodation
1365 Vacation Homes
Lowest Price
$277
Highest Price
$7,259

Explore a world of travel with Expedia