Holiday houses in Southampton
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Top-rated holiday rentals in Southampton
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Charming House In The Village
Keep it simple at this peaceful and centrally-located place in the Heart of Southampton Village Escape to this delightful house nestled in the heart of Southampton Village, offering a perfect blend of charm, comfort, and convenience. Situated just moments away from the beach, and walking distance to restaurants and entertainment. 🏠 Entire First Floor (Private) 🛏️ Bedrooms: 2 🛁 Bathrooms: 1 🌳 Outdoor Space: Private Garden 🔥 Fire Pit and BBQ 🚘 Two Parking Spaces 👨🍳 Fully Stocked Kitchen
Stylish Southampton Getaway
Walkable to Shinnecock Golf Course! Welcome to our stylish summer rental in Southampton, NY! This newly refurbished/furnished house with a modern design and open layout is the perfect place to relax and enjoy the beautiful Hamptons. The house is filled with natural light and located in a quiet neighborhood mins from the beach, shops, and restaurants, only 1.5 hours from NYC. The outdoor area is completely private with pool, hot tub, grill, sound system & dining areas for you to enjoy your stay!
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 Village Near Ocean & Shops - Studio B
Our studio "B" 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 studio. 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.
Charming Southampton Village Home
Just 4 houses west of North Main Street is this chic/trendy top to bottom gut renovated home! Bright, airy, open with brand new contemporary finishes throughout. Features include white oak wood floors, modern appliances, finished basement. Formal dining room seats 8.Large backyard with furnished deck abuts Allen Court to south. Street gas, street water, new heating/AC, plumbing, windows, landscaping, easy park turn around. 20x40 Gunite Pool - Seasonal Just 3 minutes to village center.
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.
Charming Southampton Light filled Cottage
Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!
Tiny Home in Prime Spot in Southampton Village
Price drop! Located in the heart of Southampton Village, this intimate cottage is the perfect getaway! Nestled in an accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station or to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.
Charming Retreat Near Ocean Beaches
Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.
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 .
Charming Southampton Home
Charming four bedroom house south of hwy. with water views located five minutes from beach and town. Walking distance from Shinnecock Hills Golf Club. Recently renovated featuring open space concept, maple floors and updated kitchen. Family and friends refer to it as the "Happy House" & it is!
Popular amenities for Southampton holiday rentals
Stay near Southampton's top sights
Other great holiday rentals in Southampton
Southampton Home 5Min From Beach
Bay View Cottage - Near US OPEN at Shinnecock
Steps to Train, Dining & Beach US Open Golf
Southampton Village Apartment
3.7 Miles from the 2026 U.S OPEN, Waterfront
Brand New Sun Filled Home
5 Min Walk to 2026 US Open|Southampton|4 Bedrooms
Cheerful 3 bedrm-4 beds-3 bath -beach home w pool
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $910 AUD | $848 AUD | $810 AUD | $777 AUD | $965 AUD | $1,103 AUD | $1,270 AUD | $1,378 AUD | $925 AUD | $759 AUD | $826 AUD | $825 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.
Quick stats about holiday rentals in Southampton
Total holiday rentals
Explore 550 holiday rentals in Southampton
Nightly prices starting at
Southampton holiday rentals start at $124 AUD per night before taxes and fees
Verified guest reviews
Over 8,800 verified reviews to help you choose
Family-friendly holiday rentals
480 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 220 rentals that welcome pets
Holiday rentals with a pool
420 properties feature pools
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Wi-Fi availability
540 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!
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