Vacation rentals with a fireplace in Southold

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Top-rated fireplace rentals in Southold

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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.

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.

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.

Guest favorite

A spacious living room is presented from an elevated viewpoint, showcasing large windows that allow natural light to fill the area. Comfortable seating is arranged around a central coffee table, with a decorative rug underfoot and a cozy fireplace visible in the corner.

Home in Hampton Bays

4.89 out of 5 average rating, 100 reviews

Hamptons Escape minutes from Beaches and Nightlife

This spacious traditional home features an inviting entryway that flows into a light-filled living room, leading to a lovely outdoor area. The ground floor includes a large master suite, a living room with cathedral ceilings and a fireplace, a dining room, and a fully equipped kitchen. Upstairs are two additional bedrooms and a bath, all with a bright feel. The property offers various outdoor spaces and is a short walk to the bay and ocean beaches. Pool available Memorial Day to Labor Day!

Guest favorite

A wooden deck is presented with a circular glass table surrounded by four metal chairs, two in soft pink and two in white. A bouquet of colorful flowers sits at the center of the table. The background features lush greenery and a serene landscape with river lily pads.

Home in Clinton

4.93 out of 5 average rating, 137 reviews

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Comfy cozy with amazing views of River. Convenient to beaches, and includes free pass to the Clinton Town Beach! The well-equipped, intimate kitchen overlooking the river is a pleasure for any cook. You will love our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to groceries, coffee shops and amazing CT scenery! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants with music, and lots more.

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

A three-level home is surrounded by lush greenery, featuring large glass doors that open to balconies. An above-ground pool is visible within the fenced yard, complemented by a spacious outdoor area. The property embodies a coastal aesthetic with a combination of stone and wood exterior.

Vacation home in Westbrook

4.88 out of 5 average rating, 33 reviews

Modern Coastal Home with Pool

Welcome to Salty Marsh! This stylish 3-level home is perfect for just about anyone looking for beautiful sunsets, coastal vibes, and a comfortable and unique vacation. Every inch of this space has been thoughtfully designed and decorated to make you feel at home while on vacation. A perfect location for a family gathering, a few couples get away, girls weekend or any excuse to escape. This unique property offers 3-levels of living with two equipped kitchens.

Top guest favorite

Home in Miller Place

4.96 out of 5 average rating, 56 reviews

Cozy Cottage Close to the Sound

Enjoy the winter water view of Long Island Sound in this cozy completely renovated getaway. TV's in every room. ensuite bathroom in master bedroom with king bed . All new everything including bathrooms with pebble floored showers . Wood burning fireplace and outdoor firepit. New refrigerator with beverage draw and lots of other amenities. Deck and an enclosed porch. Close to Cedar Beach, Mt Sinai Harbor , Port Jefferson Ferry, and Stony Brook University

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.