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Vacation Rentals in Town of Southampton

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Our top choices for Town of Southampton vacation rentals

Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥8,605
￥70,781 total
includes taxes & fees
Jan 20 - Jan 21
Seabreeze #4: Charming Cottage Footsteps to the Beach
Outdoor pool, a heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Vacation Home in Bridgehampton

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (16)
"Wonderful & perfect for my pup and I. I’d go back!"
United States
Scott C.
The price is ￥29,569
￥65,781 total
includes taxes & fees
Jan 3 - Jan 4
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Vacation Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥23,457
￥199,034 total
includes taxes & fees
Jan 7 - Jan 8
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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 ￥655,576
￥1,138,662 total
includes taxes & fees
Jan 8 - Jan 9
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Vacation Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
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 ￥15,482
￥209,038 total
includes taxes & fees
Jan 7 - Jan 8
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is ￥625,520
￥1,006,953 total
includes taxes & fees
Jan 11 - Jan 12
Spacious 5-bedroom house with water views and 2 houses from the bay.
Fridge, microwave, oven, stovetop
Minutes from the beach, brand new 4 bedroom

Vacation Home in Southampton

Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
The price is ￥70,371
￥173,483 total
includes taxes & fees
Jan 5 - Jan 6
Minutes from the beach, brand new 4 bedroom
Terrace/patio
Immaculate Waterfront 2 bedroom!

Vacation Home in Hampton Bays

Immaculate Waterfront 2 bedroom!
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 ￥50,824
￥96,304 total
includes taxes & fees
Jan 5 - Jan 6
Immaculate Waterfront 2 bedroom!
Smart TV, fireplace, computer monitors, printers
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

Vacation Home in Westhampton Beach

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
10.0 out of 10, Exceptional, (2)
"awesome house and awesome host"
United States
Matthew M.
The price is ￥249,538
￥375,720 total
includes taxes & fees
Jan 25 - Jan 26
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is ￥703,710
￥998,377 total
includes taxes & fees
Jan 3 - Jan 4
Sag Harbor Water View w Dock 1.5ml from town
Pool
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Vacation Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is ￥55,618
￥130,573 total
includes taxes & fees
Jan 2 - Jan 3
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Interior
Cozy Hamptons Escape 3BR Minutes From Beach!

Vacation Home in Hampton Bays

Cozy Hamptons Escape 3BR Minutes From Beach!
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 ￥187,656
￥244,949 total
includes taxes & fees
Jan 2 - Jan 3
Cozy Hamptons Escape 3BR Minutes From Beach!
Dining
Tranquil 4-bedroom house with AC in East Quogue. Covered patio.

Vacation Home in East Quogue

Tranquil 4-bedroom house with AC in East Quogue. Covered patio.
The price is ￥164,199
￥265,317 total
includes taxes & fees
Jan 5 - Jan 6
Tranquil 4-bedroom house with AC in East Quogue. Covered patio.
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1)
The price is ￥8,601
￥69,678 total
includes taxes & fees
Jan 12 - Jan 13
Seabreeze #3: Cozy Cottage by the beach
Front of property - evening/night
Montauk Manor

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1276)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ￥21,674
￥27,823 total
includes taxes & fees
Jan 5 - Jan 6
Montauk Manor
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ￥12,093
￥30,468 total
includes taxes & fees
Jan 10 - Jan 11
The Stern at Soundview · Beach+Ocean+Sunrise
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (36)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is ￥12,985
￥28,677 total
includes taxes & fees
Jan 10 - Jan 11
1-bedroom cottage with Grove Beach 🏖️ access.
Smart TV
JC Entire Apartment remodeled, close to Airport and Ferry

Apartment in Coram

JC Entire Apartment remodeled, close to Airport and Ferry
10.0 out of 10, Exceptional, (3)
"Would definitely stay again "
United States
Katherine R.
The price is ￥13,298
￥31,282 total
includes taxes & fees
Jan 7 - Jan 8
JC Entire Apartment remodeled, close to Airport and Ferry
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences

Condo in Downtown Montauk

Offshore Residences
4.5 star property
The price is ￥74,906
￥103,446 total
includes taxes & fees
Jan 4 - Jan 5
Offshore Residences
Fridge, microwave, oven, stovetop
Cozy Country Cottage #4

Cottage in Miller Place

Cozy Country Cottage #4
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
The price is ￥23,468
￥50,407 total
includes taxes & fees
Jan 3 - Jan 4
Cozy Country Cottage #4
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 Town of Southampton Hotel Reviews

Southampton Inn

Southampton Inn

10/10 Excellent
"Beautiful small hotel with lots of parking , beautiful area "
David 1-night trip
Posted 3 days ago
Southampton Inn

Find out more about Town of Southampton

Vacation Apartments in Town of Southampton

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