Holiday houses in Southampton
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Quick stats about holiday rentals in Southampton
Total holiday rentals
Explore 610 holiday rentals in Southampton
Nightly prices starting at
Southampton holiday rentals start at $100 AUD per night before taxes and fees
Verified guest reviews
Over 8,940 verified reviews to help you choose
Family-friendly holiday rentals
530 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 240 rentals that welcome pets
Holiday rentals with a pool
450 properties feature pools
Rentals with dedicated workspaces
370 properties have a dedicated workspace
Wi-Fi availability
590 of Southampton holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Southampton rentals
4.9 Average rating
Southampton stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Southampton
Guests agree: these stays are highly rated for location, cleanliness and more.
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!
Southampton apt walk to village
Enjoy easy access to everything from this perfectly located Apt in Southampton Village . 10 minutes walk to downtown restaurants, bars and shopping 1.5 miles to our Glorious Village Beaches. located in a diverse, local Southampton Village neighborhood, centrally located to all Hamptons, Sag Harbor and Montauk & the North fork This place is perfect for a natural lover our garden is a pollinator sanctuary home to birds ,🐝 , 🦋 , and other creatures . We love pets so your furry baby is welcome
WELCOME TO THE LOVE SHACK BY THE SEA
Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.
Southampton Village Near Ocean & Shops - Suite "A"
Our suite "A" features location, location, location! You are so close to everything, you can leave your car behind! Just two blocks from historic Main Street. Ocean beach is less than a mile at the end of the road. Brand new lower level apartment. Private entrance. Enjoy sipping wine outdoors in a private sitting area. Off street parking for one car available. Level 2 EV charger w/J1772 plug available for overnight charging. On the premises for use is a heated gunite pool & outside shower.
Chic Southampton Home. Mins to Village and Beach!
Welcome to your perfect Hamptons getaway! This sun-filled, architecturally unique home is ideal for a summer retreat or a cozy weekend escape. Offering modern furnishings, and an open floor plan, this space is perfect for small groups. Whether you're enjoying the crisp evenings of early spring, sun-drenched summer days, or the vibrant fall season, this home is a serene escape year-round. Cozy up by the fire, relax on the sun-soaked balconies, or unwind in the beautifully renovated pool house.
Vintage Village Apartment
2 bedroom upstairs apartment just a short walk to the train station, beach and town (1 mile to all 3). Location wise this is as good as it gets especially if you have no car. Please keep in mind this house is over 100 years old and it has its quirks. This is not the 4 Seasons, it is my primary residence when not rented so some of our personal things are there. No pets. I am allergic. Even “hypoallergenic dogs”. Parking on street only. Parking for one car maximum. Not suitable for toddlers .
Head of Pond House - Waterfront Cottage
Welcome to the charming, waterfront Cottage at Head of Pond House! Enjoy a peaceful retreat with beautiful lake access year-round and pool access from Memorial Day to October. The cottage features two comfortable king beds, including one in a cozy loft area, a full bath, WiFi, a projector for movie nights, and a fully stocked kitchen. Whether you’re looking for a relaxing escape or a comfortable base to explore the Hamptons, our waterfront cottage is the perfect spot for your getaway.
Private & Cozy Cottage with short walk to beach!
Walking distance to Bay Beach & Rumba, & short drive to town & ocean. Quiet neighborhood, great for couples, King bed upstairs, bit of a steep staircase, so may not be suited for anyone with mobility challenges. Kayaks, paddle-boards, available to enjoy. Dog friendly with fenced in patio and doggy door. Private outdoor patio, with charcoal grill. A/C & Heat for year-round enjoyment. Easy to get in/out from the city. Close drive to visit Westhampton and Southampton Main Streets.
Brand New Sun Filled Home
OUR HOUSE A beautiful newly renovated Southampton two story home with spectacular light, offering the best of indoor-outdoor living. A large deck off of the kitchen with small porches off of two primary suites and a small sitting area off the first floor junior suite. On almost one acre of land, there is plenty of peaceful space. Very central - two miles from the beach and town. Two car garage with built in electric vehicle charger. Gas fireplace. All appliances are brand new.
Enchanting Cottage in the Heart of Southampton Vil
Enchanting Cottage in the Heart of Southampton Village Escape to this delightful cottage nestled in the heart of Southampton Village, offering a perfect blend of charm, comfort, and convenience. Situated just moments away from the beach, restaurants, and entertainment, this retreat boasts private gardens and access to a refreshing pool. 🛏️ Bedrooms: 1 🛁 Bathrooms: 1 🌳 Outdoor Space: Private gardens 🏊 Pool Access: Available (open MDW -LDW) 🚘 Two Parking Spaces
Sunny Southampton Studio
Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive
Oasis Hampton getaway
Located in the heart of southampton. 3miles away from main shopping areas.Room is newly remodeled and furnished . All upscale Ammenities. Electric toilet ,free WiFi, free Netflix , use of pool and bbq grill, fire pit, living room with 52”flat screen tv, kitchenette and dining area and driveway parking .
Popular amenities for Southampton holiday rentals
Stay near Southampton's top sights
Other great holiday rentals in Southampton
Steps to Train, Dining & Coopers Beach SH village
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Southampton Village Apartment
Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
Perfect SouthHampton getaway
Hidden Garden Cottage|Beach|Pet Friendly
Shinnecock Hills Cottage in Southampton, NY
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $944 AUD | $880 AUD | $840 AUD | $806 AUD | $1,002 AUD | $1,145 AUD | $1,318 AUD | $1,429 AUD | $960 AUD | $787 AUD | $857 AUD | $856 AUD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Southampton?
Vacation rentals near the beach, village area, and residential neighborhoods are frequently suggested. Many homes have easy access to local shops, green spaces, and coastal walks.
What are the best things to do in Southampton with kids?
Kids often enjoy exhibits at the Children’s Museum of the East End, beach outings, and biking village paths. Seasonal events, local playgrounds, and parks add to the family fun.
What are some of the best things to do in Southampton?
Enjoy the sandy stretches at Coopers Beach, browse local art at Southampton Arts Center, and learn history at the Southampton Historical Museum. In summer, farm stands and outdoor markets are frequently suggested stops.
How is the weather in Southampton?
Southampton has chilly winters around 25–44°F (-4–7°C) with frequent rain, and warm summers near 66–83°F (19–28°C) with coastal breezes. Spring and fall have mild temperatures; bring layers for changing conditions.
When is the best time to visit Southampton?
Late spring through early fall is often recommended for warmer beach weather, outdoor events, and lively markets. Off-season months have a quieter atmosphere and mild coastal walks.
What are the best places to visit in Southampton?
Coopers Beach is often recommended for its sandy shoreline, and the Southampton Historical Museum shares local heritage. The Parrish Art Museum draws visitors with regional and contemporary art exhibits.
What are some hiking trails in Southampton?
Explore shaded woodland trails at the Downs, stroll through nature on the Great Peconic Bay trails, or hike coastal paths around Mashashimuet Park. These areas have a mix of forest, beach, and freshwater views.
What are some family activities we can do in Southampton?
Families often explore the Children’s Museum of the East End, play in park areas, and visit local farms for fresh produce and seasonal events. Beach days, mini-golf, and bike rides are frequently recommended.
What are some of the best day trip ideas from Southampton?
Explore vineyard tours around Long Island, stroll antique shops in Sag Harbor, or enjoy nature preserves in nearby towns. Art museums and waterfront villages around the Hamptons region are frequently suggested.
Are there any pet friendly accommodations available in Southampton?
Southampton has many vacation rentals that welcome pets, especially near the beach and in residential neighborhoods. Look for listings with outdoor spaces or walking paths nearby.
What are some local tips for visiting Southampton?
Consider visiting farm stands early for fresh selections, use bikes to explore scenic local neighborhoods, and check village calendars for markets or arts events. Beaches can be busiest in summer, so arrive early for quieter moments.
What is Southampton known for?
Southampton is known for its scenic beaches, vibrant arts scene, and historic districts. Visitors often explore elegant estates, local galleries, and areas shaped by maritime history.
What are the best hidden gems to explore in Southampton?
Discover small art galleries tucked along village streets, quiet nature trails at Mashashimuet Park, and garden walks at the historic Rogers Mansion. Local bookshops and farm stands around Southampton invite relaxed browsing.
What are the best foods to try in Southampton?
Seasonal seafood, farm-fresh produce, and classic local pies are frequently suggested. Many visitors also enjoy lobster rolls, clam chowder, and baked goods from neighborhood bakeries.
What should I bring for a trip to Southampton?
Pack layers for changing coastal weather, comfortable shoes for exploring beaches and villages, and sun protection for outdoor activities. Consider bringing a rain jacket and reusable water bottle.
What is the nightlife in Southampton like?
Southampton has a mix of relaxed lounges, music bars, and restaurants that fill up in summer. Village hotspots host live entertainment, while waterfront spots have outdoor patios and local wines.
What are the most popular events or festivals in Southampton?
Southampton has arts fairs and seasonal film festivals, with farmers markets blooming in late spring and music events often filling summer weekends. Holiday parades and cultural celebrations are highlights around the village.
Are there family friendly vacation rentals in Southampton?
Southampton has many family-friendly vacation rentals, especially around quiet neighborhoods and near beaches. Look for homes with spacious yards, multiple bedrooms, or easy access to parks.
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Soundview Beach
- Sleeping Giant State Park
- Yale University Art Gallery
- Wölffer Estate Vineyard
- Ocean Beach
- Long Island Aquarium
- Orient Beach State Park
- Blue Shutters Beach
- Meschutt Beach
- Wesleyan University
- Ditch Plains Beach
- Bluff Point State Park