Vacation rentals with a fireplace in Southold

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Top-rated fireplace rentals in Southold

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Guest favorite

A heated pool is surrounded by lounge chairs, inviting relaxation on warm days. Lush greenery and tasteful landscaping create a serene outdoor space, while a wooden deck offers an elevated view of the pool area, enhancing the overall ambiance of the backyard.

Home in East Quogue

5 out of 5 average rating, 80 reviews

Cozy beach themed & newly renovated home

Our house was recently fully renovated and includes 5 private bedrooms, 2 full baths, a fireplace, full kitchen, and a multitude of outdoor amenities such as a heated pool, hot tub, outdoor bathroom, patio with grill, fire pit, half court basketball court, and a lounge area to name a few. The hot tub is open year round, the pool is open generally from Memorial Day to Labor Day, depending on weather. Located just a quick 10 minute drive to the beach, 15 minutes to Riverhead for shopping, and close to farms and vineyards, there is plenty to help keep busy when heading out for the day. Also very close to restaurants and local shopping to help get a real taste of the Hamptons. We are happy to make recommendations upon booking!

Superhost

An open-plan living space features a cozy seating area with a sofa and large windows allowing natural light. A dining table with white chairs is situated next to a marble countertop kitchen, equipped with modern appliances. A ladder provides access to an upper loft area.

Home in Hampton Bays

4.88 out of 5 average rating, 226 reviews

Nautical Cottage Near Beach, Wineries, Golf, Shops

Coastal themed cottage located in the center of The Hamptons. Super Hosts! Great WiFi. Bright & comfortable space! Cowfish/Canoe Place Inn closeby! Near WINERIES, BEACHES, GOLF, WATERFRONT RESTAURANTS, & SHOPPING. 4 bedroom areas 2 full baths & outdoor shower. Spacious backyard w/ fire pit & deck w/ string lights. Lot's to do each season for couples, friends, coworkers & families. Everything you need & want in a Hampton's home. Large screen TVs/Roku, Foosball. Access to loft bedroom by ladder.

Superhost

An open-plan interior showcases a staircase leading to a loft area, with wooden railings highlighting the space. The kitchen features white cabinetry and modern appliances. Natural light floods in from the windows, enhancing the inviting atmosphere of the living area and dining space.

Cottage in North Fork

4.92 out of 5 average rating, 52 reviews

Beautiful cottage on East End

Beautiful cozy cottage in the heart of wine country. Perfect for a family or a couples weekend away. Close to wineries, breweries, beach, outlets, restaurants, all that the North Fork has to offer. King master with bath two queen size bedrooms all on one floor Additional bathroom. Wood burning fireplace, washer dryer Absolutely NO PETS!!! Families Or rentals for people 30 and over Please be aware we require at least a 5 night stay during the summer months. There IS NOT a pool on the property

Top guest favorite

The exterior of the cottage features a charming gray facade with large windows. A brick patio is surrounded by landscaped areas, including greenery and a water feature. Outdoor seating is provided at a rectangular table and chairs, creating an inviting space for relaxation.

Cottage in Sag Harbor

5 out of 5 average rating, 50 reviews

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

Guest favorite

A set of stone steps leads up through a landscaped area, bordered by natural rock formations. Lush greenery surrounds the path, with shrubs and small trees visible. The steps, made of large, flat stones, ascend toward a higher elevation in the yard.

Home in Southampton

4.9 out of 5 average rating, 20 reviews

Southampton Shinnecock Hills SummerFall 25 rentals

Southampton Shinnecock Hills Summer Rental 2024. Lovely brick home with private parking with a wrap around deck. 3 bedrooms, 6 beds, 2.5 baths, living room, dining room, and kitchen. Huge T.V., fireplace, and indoor barbecue. Brand new washer and clothes dryer. Big backyard. Near Coopers Beach, Tiana Beach, Ponguogue Beach, and Meshutt Beach. Plenty of parking for 4 cars. Vis NOTE: PLEASE REFER TO "OTHER THINGS TO NOTE" REGARDING NYS SALES TAX/SUFFOLK COUNTY HOTEL/MOTEL OCCUPANCY TAX

Top guest favorite

A spacious bedroom features a large bed with a gray blanket and decorative pillows. A cream-colored sofa sits near the window, providing natural light. The light walls and chair rail contribute to a calming atmosphere, while a fireplace is positioned against the wall.

Home in North Fork

4.98 out of 5 average rating, 101 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.

Superhost

Home in East Hampton

4.88 out of 5 average rating, 109 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

Guest favorite

Home in North Fork

4.94 out of 5 average rating, 127 reviews

⭐️Modern Farmhouse Long Island Wine Country🍷

Long Island’s North fork Long Island Wineries. Luxurious, clean , modern peaceful farmhouse. Top of the line fully stocked kitchen, stainless steel appliances, granite countertops. Keurig Coffee maker, Tea, Hot Coco. Coffee grinder . 2 fully stocked Spa like bathrooms w/ luxurious towels .4 Lg. Bedrooms. w/ luxurious linens .Cozy fireplace in Living room. Spacious dining room. Close to Farms, Wineries, Corn Mazes, Haunted Attractions, Sunflower Mazes. Pumpkin 🎃 Apple 🍎 Picking

Guest favorite

The interior features a bright, open space with wooden beams and rustic decor. A comfortable couch with a plaid throw faces a wall-mounted TV. A staircase with unique railings leads to the upper level, while a dining area is visible to the side.

Tiny home in Mastic

4.94 out of 5 average rating, 116 reviews

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Top guest favorite

A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.

Home in East Hampton

4.98 out of 5 average rating, 129 reviews

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.

Guest favorite

The dining area features a long wooden table surrounded by six chairs. Natural light flows through large glass doors, complemented by patterned curtains. Exposed beams and a hanging light fixture enhance the rustic atmosphere. A woven basket holds decorative items on a nearby countertop.

Home in North Fork

4.94 out of 5 average rating, 34 reviews

Bailey House

The Bailey House is a 1,900 square foot, fully renovated, 2 bed 2 bath home, with a modern rustic style. It has a working fireplace, baby grand piano, updated appliances, large smart tv and built in bluetooth speakers throughout. The backyard is fully fenced in with a pool, koi pond and barn. The barn has a wood burning stove. It is not insulated and has barn doors that do not fully seal it off from the elements. not included in square footage.

Guest favorite

Home in North Fork

4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

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.