House holiday rentals in Springs

A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.

4.95 out of 5 average rating, 251 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

4.9 out of 5 average rating, 111 reviews

Cozy, serene and private Hamptons home near it all

Escape to your chic, serene Hamptons getaway! Near all of the best attractions, nestled in privacy + nature. Relax at your wood-burning fireplace, 80' streaming TV + large Chef's kitchen. Enjoy the chic decor, nature views + natural light from all areas of the house. During summer, swim in your pool, spark up the BBQ + firepit under the starry sky; walk 1 block to waterfront dining, enjoy beaches, Main St. of East Hampton + Amagansett, shopping + coffee all within 3-10 minutes of the house.

A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.

4.95 out of 5 average rating, 484 reviews

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

A bright living area features large windows that offer views of the nearby pond. Comfortable seating includes a white sofa, patterned chairs, and a coffee table, all arranged on a natural fiber rug. Light from the windows enhances the serene atmosphere.

4.87 out of 5 average rating, 117 reviews

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)

Relax with friends / family at this home in a magical setting overlooking Lily pond Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with twin sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to the action

A tranquil saltwater pool area is surrounded by lush greenery, featuring four sun loungers with colorful cushions. A large blue umbrella provides shade on the paved deck, enhancing the outdoor relaxation space.

4.87 out of 5 average rating, 223 reviews

CozyFallRetreat,Walk2Beach,FencedYard4Pup,Spotless

Meticulously cleaned home.Tranquil family neighborhood in historic artist's beach community.Heated saltwater pool.Wood burning fireplace.Private fenced-in backyard.Half mile to private bay beach. Bike great trails & savor delicious meals prepared in fully equipped kitchen.Enjoy Clearwater Beach's renowned sunset. Easy living home.We welcome all respectful guests.East Hampton's best restaurants are nearby.Smoke free.Small dogs permitted.Cell reception booster! Ask about EVcharger.RentalR-25-705

A spacious backyard is highlighted by a blue in-ground pool surrounded by lounge chairs. Red umbrellas provide shade, while a tall wooden fence adds privacy. Lush green grass complements the natural setting, and a rustic home is visible in the background among the trees.

4.92 out of 5 average rating, 127 reviews

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.

4.83 out of 5 average rating, 126 reviews

East Hampton Oasis - Pool and Hot Tub

Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through October 5. The hot tub remains open year round.

A bright living space features a classic sofa, two armchairs, and decorative lighting. A stone fireplace adds a cozy element, while a large window invites natural light. Indoor plants provide greenery, and a kitchen area with modern appliances is visible in the background.

4.85 out of 5 average rating, 134 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

4.94 out of 5 average rating, 380 reviews

A bright living room features a comfortable gray sofa against a neutral wall, complemented by a light-colored rug with geometric patterns. A wooden coffee table sits in front, with a lounge chair nearby. Natural light enters through multiple windows, creating a spacious feel.

Home in North Fork

The Sandpiper

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

4.97 out of 5 average rating, 279 reviews

The front exterior of the bungalow is showcased, featuring a wooden fence that provides privacy and a garden filled with hydrangeas. The house displays large windows that invite natural light, set against a backdrop of gravel and greenery.

Home in North Fork

The Greenport Bungalow

Sweet Modern Bungalow Walking Distance to Town Located in the historic town of Greenport Village - 8 min walk to the beach, center of town, Shelter Island Ferry and LIRR... A newly built sun filled 3 bedroom house with all the amenities you would need when renting a home. Enjoy the large and fenced in back yard after a fun day in this historic Long Island fishing village. Great restaurants, and even better locally produced wine and beer!

A bright living room features tall windows that allow ample natural light. A modern sofa and coffee table are arranged on polished wooden floors. A large copper fireplace serves as the focal point, surrounded by minimalistic decor, creating a spacious and inviting atmosphere.

4.89 out of 5 average rating, 133 reviews

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.

A spacious and heated swimming pool is surrounded by a brick patio and lush green landscaping. Two lounge chairs are positioned nearby, offering a tranquil spot to relax. The serene setting is enhanced by mature trees bordering the pool area.

4.87 out of 5 average rating, 117 reviews

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 Springs house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.

4.99 out of 5 average rating, 103 reviews

3 BR/Pool. Walk to Beach & Town!

A charming house is presented, featuring a blend of shingled and brick exterior. The porch is outlined by neatly trimmed hedges, and a gravel pathway leads to the entrance. Lush greenery surrounds the home, accentuating its inviting curb appeal.

4.94 out of 5 average rating, 34 reviews

East hampton 3 bedroom home w/ pool great location

5 out of 5 average rating, 5 reviews

The Perfect Summer Beach Home in Sag Harbor

A bright and airy living space features large windows allowing natural light to fill the room. Wooden dining chairs surround a rectangular table, while comfortable seating is arranged in a cozy arrangement. Indoor plants add a touch of greenery, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 125 reviews

Classic Southampton Village Home w/ Pool

A spacious backyard features a large pool surrounded by a wooden deck. Two lounge chairs are positioned beside the pool, and an umbrella provides shade nearby. Lush greenery lines the property, creating a serene and private environment for relaxation and recreation.

4.94 out of 5 average rating, 50 reviews

Sunny, walk to beach, large pool

The backyard showcases a serene oasis with a sparkling pool surrounded by lush greenery. A sunroom is visible, providing a view of the inviting outdoor space. The setting offers a sense of privacy, enhanced by the natural landscape.

4.95 out of 5 average rating, 95 reviews

Oasis backyard, Pool, Gym, and Sunroom!

Luxe

4.8 out of 5 average rating, 5 reviews

Rove Travel | Blue Jay Villa | 7BR Home with Pool

A spacious outdoor area features a clean blue pool surrounded by lounge chairs. The three-story yellow house, with a modern design, showcases multiple balconies that overlook the pool, providing natural light and views of the garden.

4.89 out of 5 average rating, 63 reviews

Elegant East End Spring Escape

Weekly house rentals

The living room features a cozy seating arrangement, including a spacious sofa and armchairs. A round coffee table centers the room, and large windows allow natural light to brighten the space. A textured area rug adds warmth, while a chandelier complements the high ceiling.

4.96 out of 5 average rating, 99 reviews

Casa Amagansett

A patio overlooks the calm waters of Napeague Harbor, featuring two lounge chairs under large umbrellas. Surrounding plants and flower pots add greenery, while an American flag gently flutters in the breeze. The serene landscape is complemented by distant boats on the water.

5 out of 5 average rating, 32 reviews

House on Napeague Harbor, Amagansett

The exterior of the artist's beach cottage features a charming facade with wood shingles and well-maintained landscaping. A welcoming front porch is flanked by shrubs and flower beds, while a serene lawn leads toward a lush backyard visible in the distance.

4.9 out of 5 average rating, 51 reviews

Classic Hamptons Cottage - Heart of Amagansett

A tranquil outdoor space features a sparkling pool surrounded by greenery. A light-colored bench with patterned cushions is positioned beside the water, offering a comfortable spot to relax. Bright flowers add a splash of color to the scene, enhancing the inviting atmosphere.

4.79 out of 5 average rating, 38 reviews

The Hummingbird House: E Hampton Beach House

5 out of 5 average rating, 10 reviews

Offseason Hamptons Escape!

A bright living area features a spacious sectional sofa and an armchair, arranged around a rustic coffee table. Sunlight streams through multiple skylights and large windows, providing views of the lush greenery outside. A flat-screen TV is mounted above a brick fireplace.

5 out of 5 average rating, 27 reviews

Enchanted Story Book Home

A vibrant sunset is captured over calm waters, with hues of orange and pink reflecting on the surface. Fluffy clouds are scattered across the sky, adding depth to the serene atmosphere. The shoreline is visible in the foreground, gently meeting the water.

4.86 out of 5 average rating, 44 reviews

3- Bedroom Home Family Friendly close to Montauk

The exterior of a charming cottage is framed by lush greenery, with high hedges providing privacy. A well-maintained lawn features a seating arrangement with Adirondack chairs. Sunlight filters through the trees, creating a dappled effect on the ground.

5 out of 5 average rating, 31 reviews

Ocelot Cottage

Private house rentals

4.97 out of 5 average rating, 31 reviews

A spacious backyard is bordered by lush greenery and has a view of the tranquil water. Two surfboards are propped against the house, and a set of bright pink chairs surrounds a dining table. Pathways made of stones lead to the water's edge.

Home in Shelter Island

Waterfront shelter island gem

A modern kitchen and dining area feature an open layout with sleek cabinetry and stainless steel appliances. Four high-backed bar stools are positioned at the kitchen island. Large windows provide natural light, and outdoor patio space is visible through the glass doors.

4.84 out of 5 average rating, 32 reviews

4BR Heart of the Hamptons w/pool

A spacious deck surrounds a large pool, complemented by red umbrellas and lounge chairs. Lush greenery and blooming hydrangeas create a serene backdrop. A cozy seating area is visible under a shaded structure, enhancing the outdoor relaxation space.

4.95 out of 5 average rating, 85 reviews

Family Friendly Springs Beach House

A spacious deck surrounds a heated pool, featuring a light blue surface reflective of the sky. Four sun lounge chairs are positioned for relaxation, and an outdoor dining area with a retractable awning is available. Lush trees provide a natural backdrop to the serene setting.

5 out of 5 average rating, 74 reviews

East Hampton Rental w/ Pool, Moments to Amenities

5 out of 5 average rating, 20 reviews

The beachfront home features a wrap-around balcony and large windows that provide views of the shore. The exterior is surrounded by a stone wall and sandy beach, with a staircase leading down to the water from the deck.

Home in North Fork

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

A bright and airy living space features large windows allowing natural light to illuminate the wood floors. A round dining table is surrounded by six chairs, and a cozy seating area includes a sectional sofa. Fresh flowers in a vase add a touch of nature.

4.78 out of 5 average rating, 9 reviews

Charming, Rustic-Chic Amagansett Barn

A light and airy living room features a comfortable dark gray sectional sofa and a matching loveseat, arranged around a wooden coffee table. A textured area rug lies on the hardwood floor, while large windows brighten the space with natural light. A ceiling fan is visible overhead.

4.95 out of 5 average rating, 43 reviews

A chic renovated beach house!

A bright living room features large windows that showcase water views. Comfortable white sofas are arranged around a wooden coffee table, while a dining area is visible in the background. A ceiling fan and a wall-mounted TV add to the room's functionality.