
House holiday rentals in Southampton
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Top-rated house rentals in Southampton
Guests agree: these houses are highly rated for location, cleanliness and more.

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Breezy Waterfront Home With private Dock
This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Serene East Hampton Escape - New Outdoor Sauna
A luxurious woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Classic Southampton Village Home w/ Pool
Newly renovated Southampton village home with great light, offering the best of indoor-outdoor living. A beautiful backyard with a pool surrounded by lush privet hedges for privacy. Perfectly situated in the heart of the village, one block from restaurants, shopping, and one mile from the ocean beaches. Perfect with space to spread out, play or work remotely! Ask about special rates for long-term summer rental!

Elegant Modern Artist's Residence
This simple and serene home is set against a farm preserve, exposed to beautiful light and views and biking distance to the beach. Very relaxing - a terrific, creative space for a couple or small group. A large vegetable garden is maintained on the property and is available for guests to harvest as they like. Fresh salad greens, herbs, vegetables for you to enjoy!
Popular amenities for house rentals in Southampton
House rentals with a pool

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

Peaceful Retreat in Immaculate Architect’s House

4BR/4.5BA: Southampton, Heated Pool, Waterfront

Stunning Central E. Hampton Home w/ gunite pool.

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Secluded Farmhouse - Studio Apartment Style Unit

Hamptons Modern Retreat NEW CONS

Beautiful Southampton Home w/ Pool, Close to Beach
Weekly house rentals

Waterfront NoFo Cottage w/ public beach access

Sag Harbor Gem! Private and close to it all.

Historic East Hampton Home - Private Beach Access

Charming Water Mill Cottage

Cedar Hot Tub, Suana, Heated Pool walk to water

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Contemporary East Hampton 4 Bedroom, Pool

Wake up to Stunning Views at a Serene Waterfront Haven
Private house rentals

Splendid private cottage

Waterfront home next to the beach in Southampton !

Chic Hamptons Hideaway: Beach Bungalow w/ Pool

Year Round Hamptons Waterfront

Sunny, walk to beach, large pool

Lakay-Porte Rouge-The Hamptons cottage

South Bay Holiday

Luxury Beach House | Pool & Hot Tub | Sag Harbor
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $915 SGD | $751 SGD | $915 SGD | $793 SGD | $1,070 SGD | $1,228 SGD | $1,602 SGD | $1,760 SGD | $1,150 SGD | $915 SGD | $849 SGD | $915 SGD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about house rentals in Southampton

Total holiday rentals
Explore 380 holiday rentals in Southampton

Nightly prices starting at
Southampton holiday rentals start at $183 SGD per night before taxes and fees

Verified guest reviews
Over 6,310 verified reviews to help you choose

Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Holiday rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
370 of Southampton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southampton rentals

4.9 Average rating
Southampton stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
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- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a fireplace Southampton
- Rentals with outdoor seating Southampton
- Pet-friendly rentals Southampton
- Rentals with beach access Southampton
- Flat rentals Southampton
- Rentals with a patio Southampton
- Rentals with a hot tub Southampton
- Rentals with a firepit Southampton
- Beach house rentals Southampton
- Cottage rentals Southampton
- Rentals with pools Southampton
- Fitness-friendly rentals Southampton
- Bed and breakfasts Southampton
- Villa rentals Southampton
- Beachfront rentals Southampton
- Rentals with an EV charger Southampton
- Family-friendly rentals Southampton
- Waterfront rentals Southampton
- Rentals with a washing machine and dryer Southampton
- Luxury rentals Southampton
- Rentals with breakfast Southampton
- House rentals Suffolk County
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- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Robert Moses State Park
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Napeague Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Amagansett Beach
- Sandy Beach
- Wildemere Beach
- Seaside Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach




