Holiday houses in Springs

4.89 out of 5 average rating, 103 reviews

Serene + chic, nestled in nature, near attractions

Escape to your Hamptons home! Enjoy your ultra cozy + chic 3 bedroom/2 bath home near all of the best attractions yet tucked away in nature. Kick back and curl up @ the wood burning fireplace, stream on the 80' TV, cook in your Chef's kitchen, sleep in the lush beds! Spark up the fire-pit + BBQ under the starry sky! Enjoy nature views + natural light from every angle Walk 1 block to the water, take a stroll around the neighborhood! Just 5 mins. to coffee, beaches, Main St, restaurants + more

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, 248 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.

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, 473 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

An aerial view of a backyard features a spacious wood deck surrounding a gunite pool. Comfortable lounge chairs are positioned near the pool, alongside a shaded area with an umbrella. The natural greenery provides a serene backdrop to the outdoor dining area.

5 out of 5 average rating, 39 reviews

Secluded Luxury: New Gunite Pool, Walk to Bay

Welcome to the beautiful 5-bed, 3-bath Harbor House, located just a short walk from Gardiners Bay beaches. Enjoy open-concept living, fully equipped kitchen, comfy beds, gunite pool, private patio with gas grill & outdoor dining, hot tub, & fully fenced backyard. Walk/bike to harbor, rent kayaks, use our paddleboards, or explore nearby restaurants and shops. Whether you’re looking for a romantic getaway for 2 or a family vacation, our home is the perfect retreat for your next Hamptons adventure!

Superhost

A modern home is set on a spacious green lawn, featuring a combination of wood and metal siding. Large windows allow natural light to fill the interior. A stone pathway leads to the entrance, framed by lush landscaping and trees, enhancing the outdoor tranquility.

4.89 out of 5 average rating, 115 reviews

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

An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.

4.99 out of 5 average rating, 110 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Apartment in The Hamptons

The sleeping area features a plush bed with white bedding and two neatly arranged pillows. Warm light from the wall-mounted lamps illuminates the space, while green foliage is visible through the large windows on either side, creating a soothing atmosphere.

4.97 out of 5 average rating, 38 reviews

The Hideaway | Clearwater Beach

Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Superhost

A modern black-clad home is visible with large windows reflecting soft light. Lounge chairs line the pool area, accompanied by umbrellas providing shade. A playful inflatable is positioned in the sparkling aqua pool, framed by lush greenery creating a serene outdoor environment.

4.76 out of 5 average rating, 106 reviews

Spacious East Hampton Getaway with Pool

This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

The exterior of the Mid Century Modern home is showcased against a twilight sky, featuring wooden cladding and expansive windows. A spacious deck with an umbrella and outdoor dining area is visible, along with nicely landscaped grassy surroundings, creating an inviting outdoor space.

4.98 out of 5 average rating, 45 reviews

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.

4.97 out of 5 average rating, 353 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

A light-filled dining area is lined with large windows, enhancing the airy atmosphere. A rustic wooden table is complemented by white chairs. The space is accentuated by a modern chandelier and is decorated with woven rugs, creating a harmonious setting for shared meals.

4.99 out of 5 average rating, 233 reviews

Designer East Hampton Farmhouse -Cozy Fall Getaway

Tucked away on a private lot, just minutes from East Hampton Village, Amagansett Village, and Ocean Beaches this 3-bedroom, 2.5-bath cottage features a heated saltwater pool & Mahogany outdoor shower, outdoor lounge area, and charming children’s playhouse - creating the perfect setting for relaxing days spent at home.

The exterior of the house is depicted, showcasing a light-colored siding with brick accents. The entrance features a covered porch supported by white columns. Two windows are visible on the front, framed with white shutters, and a well-maintained yard adds to the setting.

4.92 out of 5 average rating, 179 reviews

Charming Quiet Cottage

Escape to a quiet area of East Hampton. Access to a private Bay beach, nearby Farmer's market and art galleries. Only 5 miles from unique shops, movie theater, trendy restaurants and performance center Guild Hall. House is equipped with Smart TV and wi-fi. *Minimum Stay in July and August is (5) Five Nights

Popular amenities for Springs holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Springs

A sleek modern farmhouse exterior is displayed, featuring a heated saltwater pool at the forefront. Comfortable seating arrangements surround the pool area, and expansive glass windows illuminate the interior. Lush greenery borders the property, contributing to a serene outdoor environment.

5 out of 5 average rating, 9 reviews

East Hampton sanctuary

4.9 out of 5 average rating, 39 reviews

The exterior of a modern cottage is presented with a black wood facade and multiple windows. A front porch is seen, partially enclosed with slatted wood. Lush green grass and shrubbery frame the entrance, creating a welcoming approach to the home.

Home in North Fork

Waterfront NoFo Cottage w/ public beach access

A cozy living area features a light-toned sofa complemented by a stylish armchair. Skylights illuminate the space, highlighting the wood flooring and modern decor. A flat-screen TV is mounted on the wall, and a bookshelf adds a touch of character with various books.

4.91 out of 5 average rating, 153 reviews

East Hampton Fisherman’s Cottage with Secret Bath

A charming cottage exterior is surrounded by vibrant pink and purple hydrangeas. A well-maintained stone pathway leads to double doors adorned with seasonal wreaths, framed by natural greenery. The textured shingle siding adds a rustic element to the inviting entryway.

5 out of 5 average rating, 43 reviews

Charming Cottage in Sag Harbor

An in-ground salt-water pool is surrounded by natural stone, set amidst lush greenery. Sun loungers are positioned alongside the pool, and a shaded seating area is visible to the right. A wooden structure stands in the background, blending with the tranquil landscape.

4.85 out of 5 average rating, 40 reviews

East Hampton Secluded Escape with Gunite Pool

The modern house is presented with large windows that reflect surrounding greenery. A spacious wooden deck features outdoor seating arrangements and shade umbrellas. A clear pool invites relaxation, completing a serene outdoor setting.

5 out of 5 average rating, 18 reviews

Stylish Beauty with Tennis

A spacious outdoor area features a heated gunite pool surrounded by sun loungers and greenery. The villa is visible in the background, showcasing large windows and a blend of natural materials. Shade is provided by overhanging trees scattered around the property.

4.96 out of 5 average rating, 49 reviews

Incredible 9+ Bed Watermill Home Wellness Retreat

The modern wooden home is set amidst greenery, featuring large windows that allow natural light to illuminate the interior. A wide staircase leads to a deck in front, providing access to the surrounding yard, which is well-maintained with grass and shrubs.