Holiday houses with a fireplace in Southold

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Top-rated Accommodation with Fireplace in Southold

Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

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Guest favourite

Home in North Fork

5.0 out of 5 average rating, 27 reviews

Greenport walk to beach & vineyard! Brand new home

Take it easy at this brand new unique retreat. Walking to distance to the beach and winery. Less than a 2 minute drive to the famed Halyard Restaurant. 5 minutes from countless additional wineries and more restaurants and shops. Relax on the oversized back patio or in front of the firepit. Enjoy all the North Fork has to offer including world famous wines and food. Don't forget to save room for the pies! PICTURES OF FULL SIZED BUNK BEDS COMING SHORTLY! Please message me with any questions

18 – 25 Nov

$7,540 AUD total

Guest favourite

Home in Greenport

4.98 out of 5 average rating, 85 reviews

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

7 – 14 Dec

$4,842 AUD total

Superhost

Home in Greenport

5.0 out of 5 average rating, 10 reviews

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

𓇼Walk to the Beach! ༄Location: quiet oasis by nature preserve, vineyards, breweries, farm stands, restaurants + attractions, 5 min to Greenport Village + Southold 𓇼Firepit, outdoor dining with string lights, grill, beverage cooler ☼Outdoor games: volleyball, badminton, bocce ball ༄Equipped kitchen w/blender, coffee, waffle maker + more! 𓇼Bathrooms w/heated floors + a clawfoot soaking tub ☼Family Friendly: Board games, packNplay, high chair, beach chairs + toys ༄Kayak + bikes 𓇼Smart TVs

24 Sept – 1 Oct

$6,646 AUD total

Superhost

Apartment in Greenport

4.78 out of 5 average rating, 46 reviews

2 Bedroom Greenport Waterfront Coastal Cottage

An amazing & unique experience on the North Fork of Long Island, New York. Sitting on a bluff 15’ above a huge private beach, this year-round multi-family property boasts panoramic views of the Long Island Sound. Amazing sunset/sunrise views, fishing, beach combing, swimming, wineries, restaurants, shopping. Huge 2nd story deck perfect for evening cocktails. Full kitchen, BBQ, loads of amenities. Completely updated inside & out. Private beach shared only with other guests of the property

10 – 17 Apr

$7,633 AUD total

Guest favourite

Home in Peconic

5.0 out of 5 average rating, 11 reviews

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to September 30th.

4 – 11 Oct

$6,661 AUD total

Guest favourite

Cottage in Southampton

4.96 out of 5 average rating, 101 reviews

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

26 Dec – 2 Jan

$10,233 AUD total

Guest favourite

Home in Southold

5.0 out of 5 average rating, 10 reviews

Gorgeous home with heated gunnite pool!

Built in 1928, this gorgeous home is fully equipped to host your getaway. You're within easy walking distance of Horton's Lighthouse, where lovely beach walks and stunning sunsets await you. The local wineries are all within short drives of this lovely retreat. Enjoy the new heated gunnite pool with plenty of poolside seating. The family friendly layout features plenty of seating inside and out. You're just 100 yards north of a public beach, come enjoy the sunsets!

31 Jan – 7 Feb

$5,376 AUD total

Guest favourite

Home in Southold

4.93 out of 5 average rating, 15 reviews

Farm house with vineyard views

Restored farm house, with traditional and Beach decor. Very large yard with patio under large grape arbor that has table and seating. Great View of the vineyard in backyard. Eat in kitchen, dining room, three bedrooms upstairs. One full bath upstairs and one full bath down stairs. Fire pit adjacent to the patio. Central A/C, gas fireplace in living room. Washer and dryer on first floor. Very short walk to town for coffee, train and bus stops, and restaurants.

9 – 16 Nov

$2,723 AUD total

Guest favourite

Home in Mattituck

4.92 out of 5 average rating, 92 reviews

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.

23 – 30 Dec

$3,757 AUD total

Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

Enjoy spectacular wine country sunset views from the living room that extend to the gorgeous saltwater gunite pool and spa. (Please note THE POOL AND SPA (attached hot tub) are OPEN FROM MAY 1 - OCTOBER 15 only). Beautifully decorated, comfortable home with an updated chef's kitchen and fireplace. Fabulous restaurants, wineries, farms, beaches and exquisite small towns all nearby. Simply put, a magical, peaceful paradise for you and your group.

22 – 29 Jan

$9,663 AUD total

Guest favourite

Home in Cutchogue

5.0 out of 5 average rating, 24 reviews

North Fork paradise between beaches and vineyards

Kick back and relax in this calm, stylish retreat. Nestled between vineyards and farmlands, this newly renovated mid-century ranch with a beautiful 14x50' heated salt water pool is a short hop to beautiful beaches, wineries, restaurants, and farm stands. Enjoy nature in a secluded park-like setting and explore everything the NoFo has to offer all year around. Please note that there are no parties, gatherings or unannounced guests allowed.

22 – 29 Oct

$7,047 AUD total

Guest favourite

Townhouse in Greenport

4.96 out of 5 average rating, 100 reviews

Northfork Townhouse-walk to all/Newly Renovated

Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitchen, bathrooms & bedrooms. Enjoy all the North Fork has to offer: wineries, breweries, amazing restaurants, shops and beaches! 3 Bedrooms 1.5 bathrooms. We welcome you to come stay in our beautiful home and take in all the beauty of the North Fork. You can park your car and not have to drive again till you leave!

12 – 19 Jan

$3,073 AUD total