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Holiday rentals in Springs

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Top-rated holiday rentals in Springs

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Top guest favourite
Home in Springs
4.91 out of 5 average rating, 122 reviews

Serene | Pool | 1 block to waterfront dining

Escape to your chic, serene Hamptons oasis! Enjoy the privacy of your own home just steps to waterfront dining + more Relax poolside, spark up the BBQ + firepit under the starry sky, swim + enjoy the peace + tranquility of this property. Enjoy easy living + convenience; walk 1 block to waterfront dining + cafe. Sip cocktails while you watch the most magnificent sunsets + have morning coffee on the sea. Stream on your 80' TV You'll be 8 minutes to Main St, shopping, beaches, restaurants + more!

Top guest favourite
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.
Home in Springs
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.

Guest favourite
A serene outdoor area features a heated saltwater pool surrounded by a brick patio. Lounge chairs with colorful cushions are arranged beside the pool, and a blue umbrella provides shade nearby. Lush greenery borders the space, enhancing the tranquility of the environment.
Home in Springs
4.87 out of 5 average rating, 225 reviews

HeatedPool, Walk2Beach, Yard4Pup, NewGasBBQ

Meticulous easy home.Tranquil family neighborhood in historic artist's beach community.Lush private yard! 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.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

Top guest favourite
A well-maintained outdoor space features a large swimming pool surrounded by a wooden deck. Lounge chairs are placed around the pool, with red umbrellas providing shade. Adjacently, a patio area includes a dining table. Lush greenery frames the area, contributing to a serene ambiance.
Guest house in Springs
5 out of 5 average rating, 109 reviews

The Quail’s Nest

A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

Guest favourite
Home in Springs
4.92 out of 5 average rating, 12 reviews

Sunlit cozy cottage by the bay.

Kick back and relax in this calm, stylish space.This serene and light-filled cottage in the heart of historic Springs has been thoughtfully restored using sustainable materials and modern amenities. Just a short walk from Maidstone Beach and beloved local spots like the Springs Tavern and the charming S and S Corner coffee shop, this peaceful retreat blends minimalist elegance with high-end comfort.The cottage is stocked with organic linens and luxurious down duvets for a restful nights.

Guest favourite
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.
Home in Springs
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.

Top guest favourite
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.
Home in Springs
4.95 out of 5 average rating, 96 reviews

Oasis backyard, Pool, Gym, and Sunroom!

Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

Guest favourite
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.
Home in Springs
5 out of 5 average rating, 27 reviews

Enchanted Story Book Home

East Hampton Historical Springs. The Village of East Hampton is just bursting with natural beauty and historical charm. And guess what? We've got some world-class shopping and fine dining options that will blow your mind! This Home is an absolute a gem. . And get this - there's even a large outdoor shower with hot and cold water! Talk about luxury. And only blocks away from where Jackson Pollock created his phenomenal art. And, close to all bay beaches! And, the ideal Hosts.

Guest favourite
A charming single-story retreat is set amidst lush greenery, featuring a gravel driveway and surrounded by mature trees and colorful flowering shrubs. The home’s dark exterior is complemented by large windows, allowing natural light to illuminate the welcoming entryway.
Home in Springs
4.82 out of 5 average rating, 17 reviews

Chic Hamptons Retreat w/ Pool

Escape to this beautifully designed Hamptons retreat, where indoor and outdoor living blend seamlessly. This private oasis features 2 bedrooms, a pool (not heated) with a spacious oak deck, a firepit, and an outdoor dining area. Enjoy a BBQ grill or the outdoor shower, and there is card access to a private beach. Luxurious French Presse linens and decor elevate your stay. Just minutes from stunning beaches. Ideal for small families or couples seeking a refined, relaxing getaway.

Superhost
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.
Home in Springs
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.

Top guest favourite
A bright living area features large windows providing views of the bay. Seating includes a white sofa and wooden chairs, while a natural wood coffee table anchors the space. A dining table for six is visible in the background, complemented by stylish light fixtures.
Bungalow in Springs
5 out of 5 average rating, 19 reviews

Charming Bungalow on the Bay

This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

Guest favourite
An inviting in-ground pool is surrounded by lush greenery and vibrant trees. Sunlight reflects off the clear blue water, enhancing the serene atmosphere. Outdoor seating can be seen nearby, providing a tranquil spot to relax amidst the natural setting.
Guest suite in Springs
4.9 out of 5 average rating, 252 reviews

Private Cozy Cottage with Pool / Private Beach

**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

Popular amenities for Springs holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Springs's top sights

Pollock-Krasner House & Study Ctr

190 locals recommend

Longhouse Reserve

164 locals recommend

Round Swamp Farm

121 locals recommend

Other great holiday rentals in Springs

Guest favourite
A serene view of a spacious barn with a deck illuminated by the golden light of sunset. Surrounded by lush foliage, the barn features large windows and a welcoming porch, providing a glimpse of modern yet comfortable architecture.
Guest house in Springs
4.9 out of 5 average rating, 217 reviews

Beautiful Airy Barn in Springs

A serene backyard features a heated salt-water pool with stone tile surrounding it. Lounge chairs are positioned beside a shaded cabana and an umbrella. Lush greenery offers a sense of privacy, enhancing the tranquil atmosphere of the outdoor space.
Home in Springs
4.81 out of 5 average rating, 52 reviews

Salt Pool 4BR Sanctuary w ~Private Beach Access

Superhost
A two-story home features a welcoming front porch with steps leading up to it. A gravel driveway is visible, bordered by lush greenery and flowering bushes. Bicycles can be seen propped against the house, surrounded by a peaceful, natural setting.
Home in Springs
4.74 out of 5 average rating, 101 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

Superhost
The exterior of a spacious two-story home is shown, featuring a light beige façade and large windows. A set of white steps leads to the front door, flanked by neatly maintained shrubs. The property includes a two-car garage and a paved driveway.
Flat in Springs
5 out of 5 average rating, 16 reviews

The Hamptons

Guest favourite
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.
Home in East Hampton
4.88 out of 5 average rating, 52 reviews

East Hampton Secluded Escape with Gunite Pool

Top guest favourite
A charming two-story house, featuring a wooden shingle exterior and a welcoming front entrance. A stone pathway leads through the manicured lawn, bordered by lush greenery and flowering shrubs. Soft outdoor lighting fixtures accentuate the pathway, enhancing the welcoming ambiance.
Home in Springs
5 out of 5 average rating, 16 reviews

Beautiful east hampton cottage by the bay

A charming cottage features a shingle-style exterior with gray siding and yellow shutters. A brick path leads to the front door, framed by a well-maintained lawn and garden. Outdoor seating is provided on either side of the entrance, surrounded by lush greenery.
Cottage in Springs
4.77 out of 5 average rating, 26 reviews

Cute East Hampton Cottage w/ Patio - Walk to Beach

A tranquil view of Gardiners Bay is visible through a window, framed by green glass vases and a large pitcher. The sunset casts soft colors across the water's surface, with grassy areas and trees lining the horizon.
Cottage in Springs
4.86 out of 5 average rating, 28 reviews

Waterfront Cottages Gerard Drive

When is the best time to visit Springs?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$640 SGD$640 SGD$640 SGD$640 SGD$835 SGD$995 SGD$1,216 SGD$1,198 SGD$866 SGD$704 SGD$720 SGD$688 SGD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • What are the best places to stay in Springs?

    Stay in vacation homes, cottages, or rentals with gardens and proximity to nature preserves in Springs. Neighborhood accommodations have flexible spaces for families, couples, and groups seeking a locally rooted experience.

  • What are the best things to do in Springs with kids?

    Nature preserves, family friendly parks, and art workshops around Springs are frequently suggested for kids. Walking trails, outdoor play spaces, and hands-on community events foster discovery and creativity.

  • What are some of the best things to do in Springs?

    Explore local art galleries, walk nature trails, and enjoy seafood at neighborhood restaurants in Springs. The area has scenic parks, waterfront paths, and community events that connect visitors with local life.

  • How is the weather in Springs?

    Springs has cold winters near 19–37°F (-7–3°C) and warm summers around 60–80°F (16–27°C), with steady rainfall throughout the year. Layering is often useful, and spring offers milder temperatures for outdoor exploring.

  • When is the best time to visit Springs?

    Late spring through summer sees warmer temperatures near 75–80°F (24–27°C), making it popular for outdoor activities and community events. Cooler seasons bring peaceful landscapes, and some art spaces remain open year-round.

  • What are the best places to visit in Springs?

    Frequently suggested places in Springs include art galleries, nature preserves, and historic homes. The area is known for scenic parks, creative spaces, and waterfront views around the neighborhood.

  • What are some hiking trails in Springs?

    Springs has woodland paths, scenic coastal trails, and nature preserve walks that highlight bays, marshes, and unique habitats. Trails are suitable for a variety of experience levels and offer quiet natural settings.

  • What are some family activities we can do in Springs?

    Families can explore art workshops, visit nature preserves, and spend time at community parks or beaches. Outdoor activities like hiking, picnicking, and guided tours are often recommended for all ages.

  • What are some of the best day trip ideas from Springs?

    Around Springs, consider exploring local vineyards, museums, and coastal parks. The neighboring communities frequently suggest farm markets, scenic trails, and beaches for a mix of culture and nature.

  • Are there any pet friendly accommodations available in Springs?

    Springs has pet friendly accommodations, including homes and rentals where dogs and other pets are welcome. Many stays provide outdoor spaces and easy access to nearby parks or nature trails.

  • What are some local tips for visiting Springs?

    Locals often suggest visiting during quieter weekdays, bringing comfortable shoes for walking trails, and exploring neighborhood eateries for fresh seafood. Art spaces and community events are a good way to connect with the area’s creative spirit.

  • What is Springs known for?

    Springs is known for its vibrant arts community, natural beauty, and ties to creative figures from American art history. The area also has saltwater marshes, scenic bays, and locally rooted traditions.

  • What are the best hidden gems to explore in Springs?

    Explore smaller art galleries, nature preserves, and historic sites around Springs that showcase local creativity and landscape. Quiet bays and walking trails reveal less-visited corners of the area.

  • What are the best foods to try in Springs?

    Springs has locally sourced seafood such as clams and oysters, along with farm-fresh produce and artisanal baked goods. The area is also known for its seasonal fare and dishes highlighting East End flavors.

  • What should I bring for a trip to Springs?

    Pack layers for changing weather, as temperatures vary between 19°F (-7°C) in winter and 80°F (27°C) in summer. A light rain jacket, walking shoes, and sunscreen are frequently recommended for outdoor activities.

  • What is the nightlife in Springs like?

    Springs has a laid-back nightlife, with casual venues, neighborhood restaurants, and occasional live music performances. The scene is often centered around relaxed social spaces and local gathering spots.

  • What are the most popular events or festivals in Springs?

    The Springs area has art fairs, community gatherings, and open studio events that are frequently suggested, especially in late spring and summer. Local celebrations and seasonal markets highlight the creative spirit of the community.

  • Are there family friendly vacation rentals in Springs?

    Springs has a variety of vacation rentals that are suited for families, including homes with gardens, multi-bedroom spaces, and amenities like kitchens. Many hosts provide thoughtful touches such as games, books, or cribs to help families feel comfortable.

Quick stats about holiday rentals in Springs

  • Total holiday rentals

    Explore 610 holiday rentals in Springs

  • Nightly prices starting at

    Springs holiday rentals start at $141 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    530 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 290 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    610 of Springs holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Springs rentals

  • 4.9 Average rating

    Springs stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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