South Jamesport Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for South Jamesport vacation rentals

Smart TV, fireplace, table tennis, books
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

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

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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.
The price is ￥656,499
￥1,140,265 total
includes taxes & fees
Jan 8 - Jan 9
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach

Seabreeze #3: Cozy Cottage by the beach
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is ￥8,613
￥68,168 total
includes taxes & fees
Jan 12 - Jan 13
Seabreeze #3: Cozy Cottage by the beach
Smart TV, fireplace
Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ￥626,400
￥1,008,369 total
includes taxes & fees
Jan 11 - Jan 12
Spacious 5-bedroom house with water views and 2 houses from the bay.
Outdoor dining
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
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.
The price is ￥15,503
￥209,332 total
includes taxes & fees
Jan 13 - Jan 14
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Interior
Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ￥704,700
￥1,001,213 total
includes taxes & fees
Jan 9 - Jan 10
Sag Harbor Water View w Dock 1.5ml from town
1 bedroom, free WiFi, bed sheets
South Shore Studio in Mastic

South Shore Studio in Mastic

South Shore Studio in Mastic
2.0 star property
Mastic
10.0 out of 10, Exceptional, (3)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is ￥21,141
￥34,892 total
includes taxes & fees
Jan 8 - Jan 9
South Shore Studio in Mastic
Oven, dishwasher
Cozy and Modern 2-bedroom apartment in lovely Yaphank

Cozy and Modern 2-bedroom apartment in lovely Yaphank

Cozy and Modern 2-bedroom apartment in lovely Yaphank
2.0 star property
Yaphank
9.0 out of 10, Wonderful, (2)
"The apartment was extremely welcoming to my dog, daughter and husband. Very clean, the owner stocked the fridge with beverages and snacks and our stay was very comfortable. Would totally book again when visiting this summer!"
United States
Gabrielle T.
The price is ￥25,369
￥65,485 total
includes taxes & fees
Jan 11 - Jan 12
Cozy and Modern 2-bedroom apartment in lovely Yaphank
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥23,490
￥199,314 total
includes taxes & fees
Jan 15 - Jan 16
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Exterior detail
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
Calverton
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.
The price is ￥48,350
￥104,084 total
includes taxes & fees
Jan 11 - Jan 12
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥24,899
￥38,645 total
includes taxes & fees
Jan 8 - Jan 9
American Beech in Greenport - Petite King Room 7
Property grounds
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac

MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac

MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
2.0 star property
Manorville
The price is ￥20,828
￥30,954 total
includes taxes & fees
Jan 12 - Jan 13
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
Smart TV, books
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ￥34,452
￥80,156 total
includes taxes & fees
Jan 11 - Jan 12
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Interior
Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ￥187,920
￥245,294 total
includes taxes & fees
Jan 8 - Jan 9
Cozy Hamptons Escape 3BR Minutes From Beach!
On the beach, sun loungers, beach towels
Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
Laurel
10.0 out of 10, Exceptional, (1)
The price is ￥42,285
￥126,861 total
includes taxes & fees
Jan 19 - Jan 20
Beach cottage, private road, private beach, private mooring, private parking.
Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥8,613
￥70,849 total
includes taxes & fees
Jan 20 - Jan 21
Seabreeze #4: Charming Cottage Footsteps to the Beach
Smart TV, fireplace, video games, stereo
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Center Moriches
10.0 out of 10, Exceptional, (112)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is ￥46,197
￥96,077 total
includes taxes & fees
Jan 11 - Jan 12
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Exterior
Beautifully farmhouse

Beautifully farmhouse

Beautifully farmhouse
Southold
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveler
The price is ￥93,960
￥183,750 total
includes taxes & fees
Jan 8 - Jan 9
Beautifully farmhouse
Dining
Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
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.
The price is ￥50,895
￥100,553 total
includes taxes & fees
Jan 8 - Jan 9
Immaculate Waterfront 2 bedroom!
Property grounds
Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (26)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is ￥11,980
￥35,337 total
includes taxes & fees
Jan 11 - Jan 12
Walk to Beach 2BR Near Dining & Shopping
Living area
Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ￥233,960
￥305,409 total
includes taxes & fees
Jan 8 - Jan 9
Cozy 5 Bedroom With Wi-fi And Air Condition
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.
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Top South Jamesport Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Everything was Great Immaculate hotel very good location sraff was great"
latoya 1-night trip
Posted 1 day ago
The Harbor Front Inn

Find out more about South Jamesport

Search for holiday rentals in South Jamesport on Expedia! You can easily find your home rentals, villas, holiday apartments in South Jamesport using one of the methods below:

  • View our selection of featured holiday rentals in South Jamesport
  • Use the map to find apartments and other holiday homes in the South Jamesport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in South Jamesport while they last

Look no further and take a look at our great range of rental properties in South Jamesport!

Frequently asked questions

Can I find vacation rentals in South Jamesport?

Yes, we give you a choice of vacation rentals near well known attractions in South Jamesport, or you can select a secluded option if you'd like a relaxing place to stay. South Jamesport is known for its beaches.

What's the top vacation rental in South Jamesport?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This vacation home rental near South Jamesport offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in South Jamesport?

Choose from 11 Expedia vacation rentals in South Jamesport for a memorable vacation.

What’s there to see and do in South Jamesport?

While exploring the area, visit family-friendly sights like Safari Adventure, or get outside and enjoy nature at South Jamesport Park. Jamesport Vineyards and Martha Clara Vineyards are a couple of places you'll find in the larger area.

What’s a vacation rental in South Jamesport like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in South Jamesport. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.