
House holiday rentals in Amagansett
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Top-rated house rentals in Amagansett
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Serene, private, Hamptons oasis! Near attractions
Escape to your chic, serene Hamptons home! Enjoy your private tranquil house, near the best attractions! Relax by the fireplace, stream on your 80' TV, cook in the fully stocked Chef's kitchen and enjoy the book collection, nature views + natural light throughout. Spark up the BBQ + firepit under the starry sky! During summer, swim all day + night Walk 1 block to the waterfront/marina, stroll the picturesque streets. You'll be 5 minutes to beaches, restaurants, cafes, Main St. shopping + 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!

Modern East Hampton Home w/ Heated Saltwater Pool
Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

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.

Explore the Water & Woods at a Relaxing Retreat
Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Sea Roost
This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Light-filled Sag Harbor village gem
Midcentury style in the heart of Sag Harbor Historic district. Soaring 20-foot floor-to-ceiling windows and skylights throughout offer the ideal indoor-outdoor experience for enjoying all seasons. Featured in Home & Garden, the house is situated on sprawling grounds, one of the largest lots in Sag Harbor. In the winter, enjoy the Scandinavian sauna and lounge in front of the fireplace. Gunite pool open May 25 to Sept 3.

Cheerful East Hampton home with Pool
Situated off of a quiet lane on one and a half-acres of land, this amazing residence offers a peaceful and quiet Hamptons getaway. The home consists of 4 wonderful bedrooms, 3.5 modern bathrooms, a heated pool & mature landscaping. Additionally, please read my disclosures and "rules". Not a party house. No Events, parties & No smoking will be permitted. The house is beautiful, tranquil and very comfortable. THANK YOU!
Popular amenities for Amagansett house rentals
House rentals with a pool

Hamptons Home w/ Salt Water Pool

Private & Pristine with Pool and Kid’s Playard

Modern beach getaway ocean views

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Sunny, walk to beach, large pool

Sparkling East Hampton Oasis 3/2, heated pool

Private East Hampton Estate

New Modern Farm House, E. Hampton/Beach/Wineries.
Weekly house rentals

Montauk Beach Surf House in Ditch Plains

House on Napeague Harbor, Amagansett

Spectacular Southampton Retreat!

Classic Hamptons Cottage - Heart of Amagansett

Stylish Montauk Village Escape for Any Season

Perfect getaway in Heart of East Hampton

The Perfect Summer Beach Home in Sag Harbor

Cozy, Waterfront Home with Fireplace & Wood
Private house rentals

Sun-drenched retreat with private beach pass

Designer Home w/ Heated, Salt-Water Pool

Newly built private Montauk home

Best View + Putting Green + Private Beach

Enchanted Story Book Home

Sag Harbor Chic 4 Bedroom Saltwater Pool

Hilltop Bright Home w/New Pool Summer 2024

East Hampton Estate-POOL HOT TUB+Ocean
When is the best time to visit Amagansett?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,728 NZD | $1,419 NZD | $1,383 NZD | $1,497 NZD | $1,642 NZD | $1,780 NZD | $2,121 NZD | $2,122 NZD | $1,642 NZD | $1,305 NZD | $1,383 NZD | $1,383 NZD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about house rentals in Amagansett

Total holiday rentals
Explore 310 holiday rentals in Amagansett

Nightly prices starting at
Amagansett holiday rentals start at $207 NZD per night before taxes and fees

Verified guest reviews
Over 3,880 verified reviews to help you choose

Family-friendly holiday rentals
280 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 140 rentals that welcome pets

Holiday rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
310 of Amagansett holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Amagansett rentals

4.9 Average rating
Amagansett stays are highly rated by guests—averaging 4.9 out of 5!
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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Napeague Beach
- Amagansett Beach
- Sandy Beach
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- Outer Beach at Smith Point County Park
- Clinton Beach
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- South Jamesport Beach
- Long Island Aquarium
- Grove Beach




