Holiday rentals in Springs

4.95 out of 5 average rating, 233 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.

4.95 out of 5 average rating, 436 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

5 out of 5 average rating, 23 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!

4.87 out of 5 average rating, 208 reviews

HeatedSaltWaterPool, Walk2PrivateBeach, Yard4Dog

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

4.88 out of 5 average rating, 111 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

5 out of 5 average rating, 18 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.

4.84 out of 5 average rating, 101 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 September 24. The hot tub remains open year round.

4.77 out of 5 average rating, 53 reviews

East Hampton: Clearwater Beach Pass

Kick back and relax in this calm, stylish space. Charming home located in a private beach community in East Hampton. Home was just redone and is newly remodeled in the quintessential Hamptons style. The open living spaces with high ceilings are filled with natural light and overlook a private garden. Bike or walk a short distance to the beaches, enjoy the secluded backyard, or stroll into town. Perfect for your city escape! Summer and extended seasonal inquiries are welcome.

5 out of 5 average rating, 4 reviews

Flat in East Hampton

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.

4.63 out of 5 average rating, 95 reviews

Sun-drenched retreat with private beach pass

A peaceful oasis nestled in the best part of East Hampton Springs. Surrounded by enormous oak trees, less than a mile to the bay beach, 10 mins to the ocean, our 3 bedroom, 2 bathroom home is perfect for quality time away with friends and family. With a fully stocked cook's kitchen, contemporary art lining the walls, comfy couches, a vintage record collection, a fireplace, bbq & outdoor fire pit for s'mores and hangs, you won't want to leave!

5 out of 5 average rating, 10 reviews

Bungalow in East Hampton

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)

4.97 out of 5 average rating, 30 reviews

Villa in East Hampton

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.

Holiday rentals for every style

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Popular amenities for Springs holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Springs

5 out of 5 average rating, 16 reviews

Renovated 4Bedroom Farmhouse Pool Steps from Beach

SarahRating, 5 stars8 months ago

We had such a lovely time at Morgan’s home! She was extremely responsive and even allowed us to check in early as well as leaving baby items for us to use. Our dog loved the fenced in yard and despite the rain ruining our pool plans, we had a cozy wonderful stay. We had an absolutely lovely stay and can’t wait to return next summer!

4.91 out of 5 average rating, 180 reviews

Stylish Escape w/ Pool, Fire Pit + Near Beach

SamuelRating, 5 stars2 weeks ago

Nice host, beautiful property, nice quiet escape for the weekend!

5 out of 5 average rating, 6 reviews

Bungalow in East Hampton

E. Hampton Paradise, Pool with cascading waterfall

BenRating, 5 stars9 months ago

We had an absolutely lovely stay with Corin. An excellent, flexible, and communicative host. Great, quiet place to stay in EH for a small family. Would definitely stay again. Thanks so much Corin.

Cottage in East Hampton

5 out of 5 average rating, 20 reviews

Quiet and Peaceful the perfect getaway !!

EmilyRating, 5 stars9 months ago

We had the best time staying at Sandra’s home! She was extremely responsive and friendly and the whole experience from start to finish was seamless. Her home is in a perfect location and is a short 10 minute drive from all of the shops and restaurants. We were so comfortable and loved how peaceful the property is. I would definitely book her home again!

4.82 out of 5 average rating, 28 reviews

Historic East Hampton Home - Private Beach Access

KyleRating, 5 stars1 month ago

Elizabeth was a wonderful host - we traveled with a toddler and an infant and Elizabeth could not have been more accommodating. She was so responsive and friendly before and during the entire trip. The house and property are absolutely beautiful— you can’t beat being able to walk right down to the beach. Highly recommend!

Guest suite in East Hampton

4.9 out of 5 average rating, 241 reviews

Private Cozy Cottage with Pool / Private Beach

AndrewRating, 5 stars9 months ago

We had a sweet 4-day stay at Hector's. The apartment/"cottage" is located in a quiet part of Springs, close enough to restaurants, but happily removed from the Hamptons Scene. The apartment is small and pretty basic, but comfortable, with a variety of lovely personal touches. It feels a bit funky, artsy and secluded among beautiful landscaping. The well-kept pool area and access to parking at a nearby bay beach (beach chairs and towels are provided) were highlights for us, making this a special place to hide out for a few days.

4.98 out of 5 average rating, 64 reviews

Stylish Oasis, Gorgeous Pool, Private Beach Access

AnnaRating, 5 stars10 months ago

Our family of 4 had a wonderful time! We stayed for almost two weeks. The property is beautiful and puts you close to town of EH and Montauk. You are half hour or less away from Wolffer, Main Beach, Montauk, great shopping, amazing restaurants etc. We spent a lot of time riding bikes to the beautiful private beach and swimming in the heated pool. The house is clean, comfortable and has everything you need. Our girls loved to hang out in the sunroom and play basketball in the backyard. Can’t say enough good things about Ellen and how great of a host she is. Highly Recommend!