Holiday Homes in Town of Southampton

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Top Cities in Town of Southampton

Our top choices for Town of Southampton holiday homes

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton
9.8 out of 10, Exceptional, (34 reviews)
"This place was so nice and so close to so many fun places! "
United States
Daniella L.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
Hampton Bays
10.0 out of 10, Exceptional, (41 reviews)
"Thoroughly enjoyed our family vacation at the house! View was spectacular!"
United States
Panthea V.
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Southampton
10.0 out of 10, Exceptional, (109 reviews)
"Great location. "
United States
Lauren H.
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (17 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is AU$1,138
includes taxes & fees
7 June - 8 June
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week
east quogue
9.8 out of 10, Exceptional, (26 reviews)
"Everything was nice. Two delis within walking distance. A small beach 10 minute walk. Convenient to Southampton. Better value than the nearest hotels. "
United States
Jeremy
Beautiful remodeled 2 bedroom home — 5 min from the beach! 20 percent for week

Hamptons Modern Retreat NEW CONS

Hamptons Modern Retreat NEW CONS
Southampton
10.0 out of 10, Exceptional, (14 reviews)
"Property was was everything and more than described!"
United States
Dennis T.
Hamptons Modern Retreat NEW CONS

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
The price is AU$1,517
includes taxes & fees
15 May - 16 May
Minutes from the beach, brand new 3 bedroom

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (206 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

Heated Pool + Hot Tub - Luxe 7BR Villa

Heated Pool + Hot Tub - Luxe 7BR Villa
Hampton Bays
10.0 out of 10, Exceptional, (23 reviews)
"Nice for a group gathering and team building."
United States
James L.
Heated Pool + Hot Tub - Luxe 7BR Villa

Beautiful Hamptons home close to beaches, shopping, & restaurants!

Beautiful Hamptons home close to beaches, shopping, & restaurants!
Hampton Bays
10.0 out of 10, Exceptional, (18 reviews)
"The house & grounds are spectacular! Wonderful kitchen and grill for cooking, well stocked with everything one needs. Very clean, fantastic beds and amenities. "
United States
kaaren S.
Beautiful Hamptons home close to beaches, shopping, & restaurants!

Hamptons Contemporary 4 beds cozy home minutes to beaches, village, US Open disc

Hamptons Contemporary 4 beds cozy home minutes to beaches, village, US Open disc
Hampton Bays
Hamptons Contemporary 4 beds cozy home minutes to beaches, village, US Open disc

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Hampton Bays
9.6 out of 10, Exceptional, (149 reviews)
"Weekend getaway "
United States
Eric S.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Southampton
9.8 out of 10, Exceptional, (25 reviews)
"Really enjoyed my weekend in the Hamptons and Ken’s property was spacious, clean, and conveniently located. It’s great for large groups!"
United States
Alice S.
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

Walk to the Village! Charming modern farmhouse.

Walk to the Village! Charming modern farmhouse.
Southampton
9.8 out of 10, Exceptional, (28 reviews)
"We absolutely loved our stay; the house was impeccable, exactly as shown, well-stocked, and conveniently located to walk into town. I would definitely stay again and plan to do so with my family."
United States
BRENDA F.
Walk to the Village! Charming modern farmhouse.

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger
Westhampton
9.6 out of 10, Exceptional, (110 reviews)
"Excellent accommodation. Very good experience from beginning to the end of our stay."
United States
Maria C.
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub FREE EV Charger

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons
Sag Harbor
10.0 out of 10, Exceptional, (60 reviews)
"We had a picture perfect week in Sag Harbor. The weather was perfect every day and all our plans worked out. We loved the Seashell house and especially the backyard and the pool. "
United States
Pamela G.
Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons

Resort Style backyard including professional PICKLEBALL COURT paddles & HOT TUB.

Resort Style backyard including professional PICKLEBALL COURT paddles & HOT TUB.
southampton
9.8 out of 10, Exceptional, (64 reviews)
"The host was amazing, showed us around the property and was readily available for any questions we had. The house was perfect for our group "
United States
sarah c.
Resort Style backyard including professional PICKLEBALL COURT paddles & HOT TUB.

Cove View Manor of Sag Harbor

Cove View Manor of Sag Harbor
Sag Harbor
10.0 out of 10, Exceptional, (72 reviews)
"Both the property and the host Michael are exceptional! I'm a repeat guest and look forward to staying here every year. It's meticulously clean and has everything you could need!"
United States
Christine F.
Cove View Manor of Sag Harbor

Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.

Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.
Hampton Bays
10.0 out of 10, Exceptional, (6 reviews)
"House as described and host was great with communication. "
United States
Erica G.
Family/pet friendly home in Hamptons w. Fire pit, pool, close to beaches/dining.

Shinnecock Golf Course Designer Renovated 5-bedroom house in Southampton

Shinnecock Golf Course Designer Renovated 5-bedroom house in Southampton
Southampton
Shinnecock Golf Course Designer Renovated 5-bedroom house in Southampton
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

Find out more about Town of Southampton

Town of Southampton Holiday Homes information

Number of reviews
725
Accommodation
824 Holiday Homes
Lowest Price
AU$1,138
Highest Price
AU$1,517

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