Vacation rentals in Springs

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Top-rated vacation rentals in Springs

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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 The Hamptons
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.

Top guest favourite
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.
Home in The Hamptons
5 out of 5 average rating, 50 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!

Top guest favourite
An open living area showcases a modern sectional sofa in shades of gray, complemented by a circular wooden table. A brick fireplace adds a warm touch to the space, while a kitchen area is visible in the background, featuring wood cabinetry and a dining table.
Home in The Hamptons
5 out of 5 average rating, 48 reviews

Bay Access Cottage + Pilates Gym

Just a short walk to a quiet bay beach with the most unbelievable sunsets! This charming two bedroom house also boasts a quaint basement gym with a treadmill, Climber, Peloton and Pilates reformer to feel great during your stay. The private fenced in backyard is wonderful for social gatherings with a picnic table and grill to host friends. The outdoor shower on bluestone is a delightful (seasonal) experience. Your private beach access is a 3 minute walk. You will NEVER see a sunset like this one

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.
Home in The Hamptons
4.89 out of 5 average rating, 116 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

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.
Guesthouse in The Hamptons
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 The Hamptons
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 The Hamptons
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 The Hamptons
4.95 out of 5 average rating, 95 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 The Hamptons
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 The Hamptons
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.

Top guest favourite
Bungalow in The Hamptons
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 The Hamptons
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 vacation rentals

When is the best time to visit Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$684 CAD$684 CAD$684 CAD$684 CAD$891 CAD$1,062 CAD$1,299 CAD$1,280 CAD$924 CAD$752 CAD$768 CAD$734 CAD
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 vacation rentals in Springs

  • Total vacation rentals

    Explore 610 vacation rentals in Springs

  • Nightly prices starting at

    Springs vacation rentals start at $150 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    530 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 290 rentals that welcome pets

  • Vacation rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    610 of Springs vacation 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!

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