
Holiday rentals with a fireplace in Wainscott
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Top-rated rentals with a fireplace in Wainscott
Guests agree: these rentals with a fireplace are highly rated for location, cleanliness and more.

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.

Whaling Captain Pierson's Cottage
Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)

Hampton Oasis with private Tennis, Pool, Theater
Private 4800sqf Oasis located between village of East Hampton and Sag Harbor is the perfect summer getaway with US open sized and color Tennis Court, over sized heated Pool, Brand New pool deck! Expansive great room filled with natural sun light , kitchen and dinning with open floor plan perfect for entertaining. The main floor master bedroom with private deck,walk-in closet, double sinks , a soaking tub. There are 4 additional ensuite guest king size bedrooms, HomeTheater,office space,wet bar!

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

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# 26-891

Explore the Water & Woods at a Relaxing Retreat
Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway. (No AI used in these photos!)

Hamptons Dream Suite
Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also a TV and blue Ray player in the bedroom.

Peaceful cottage
Take a break and unwind at this quiet, peaceful retreat! This 3 level cottage includes lower level garage parking for one car and laundry. The main level holds a full kitchen, spacious living room, and half bath. The second floor bedroom has an en-suite bathroom. Situated beside the main house, on 2.5 acres surrounded by forest, with easy access to trails. Close to ocean and bay beaches, midway between East Hampton and Sag Harbor. Perfect for a couple with an appreciation for nature!

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge
[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Artists Sag Harbor Village Retreat
This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Fully self contained and private. Main Street is lively and all restaurants are open. Central heat with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking in driveway close to entrance. Not suitable for infants or children.

Beachglass Barn en-suite retreat prvt pool 2 baths
Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.
Popular amenities for rentals with a fireplace in Wainscott
House rentals with a fireplace

Cozy East Hampton Getaway

Private & Pristine with Pool and Kid’s Playard

Sag Harbor Hamptons hideaway

East Hampton Rental w/ Pool, Moments to Amenities

Brand new house with an all year round hot tub.

Light-filled Retreat by the Bay

East Hampton Secluded Escape with Gunite Pool

Relaxing Spacious House. *pets welcomed*
Apartment rentals with a fireplace

Lovely Loft Apartment with Private Beach Access!!

Sugarloaf Annex

Hamptons Waterfront Suite | Private Hot Tub

Hamptons The Vineyard Studio

Vacation at the Beach: Entire Home

Greenport Condo with Stunning Views & Beach Access

Cozy Studio 15 Min From Hampton Beaches

Rustic Log Cabin, Long Island Vineyards
Villa rentals with a fireplace

Just renovated Southampton retreat w/ heated pool

US Golf Open & Ocean View Retreat, Walk to Event

Hamptons Retreat | Pool, Hot Tub, Sleeps 10

Hamptons Bungalow with Pool
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €796 | €734 | €790 | €879 | €909 | €1,069 | €1,348 | €1,540 | €967 | €773 | €785 | €801 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals with a fireplace in Wainscott

Total holiday rentals
Explore 270 holiday rentals in Wainscott

Nightly prices starting at
Wainscott holiday rentals start at €132 per night before taxes and fees

Verified guest reviews
Over 3,690 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
250 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
270 of Wainscott holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wainscott rentals

4.9 Average rating
Wainscott stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a patio Wainscott
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Charlestown Beach
- Ocean Beach Park
- Southampton Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Long Island Aquarium
- Wölffer Estate Vineyard
- Meschutt Beach
- Orient Beach State Park
- Blue Shutters Beach
- Soundview Beach
- Wesleyan University
- Ocean Beach
- Bluff Point State Park





