We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a fireplace in Southold

Find and book unique fireplace rentals on Airbnb

Top-rated fireplace rentals in Southold

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

0 of 0 items showing

1 of 3 pages

Home in North Fork

5 out of 5 average rating, 3 reviews

Country Beach Home!

Perfection!! Amazing, centrally 🌊 located home in the middle of EVERYTHING that the North🍷Fork has to offer. BEAUTIFULLY designed with architectural details throughout. Open floor plan, large 🔥 fireplace. Huge Chefs 👩‍🍳 kitchen is AMAZING!! Minutes to Wine 🍷Country, farms, shoppes, and restaurants. So much to do or just relax 💤 and enjoy the beautiful tranquilpatio, new Weber BBQ, 🍗 and landscaped 🌹 yard. Beach gear, 10 beach chairs, 4 🍺 coolers, 4 beach 🏖️ umbrellas, beach toys/games for you

Home in North Fork

4.91 out of 5 average rating, 107 reviews

Cozy Farmhouse Retreat in North Fork, NY

A 1905 farmhouse with modern touches, Arthur's Vineyard is a cozy 3-bed, 2-bath home in walking distance of Greenport village's beaches, marina, restaurants and boutiques. An open plan living area, breezy decor and a large landscaped backyard for spending relaxed summer days and nights with your family and friends, including the 4-legged ones. Walk to the train station/jitney or take a short drive to the wineries & farm stands of the North Fork. Recent updates: central heat/AC & new bathrooms.

A private outdoor pool is surrounded by lush green grass and shaded by tall trees. The water appears clear and inviting, with blue tiles lining the edges. A lounge chair and a poolside seating area are positioned nearby, offering a tranquil space for relaxation.

Home in North Fork

4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with NEW Pool

We're on a quiet, tree-lined street, a lovely bike ride or walk from a pebble beach, with crystal clear water and stunning sunsets. Our house is the ideal base to explore the North Fork, where bucolic farmland abuts magnificent beaches. We're 5 minutes by car or 15 by bike to the charming seaside villages of Greenport and Orient. Our house is fully stocked, newly renovated and the spacious backyard borders 10 acres of lovely forest preserve. No large groups of unrelated adults. Brand new pool!

A spacious dining area and living room feature large windows offering natural light and views of the surrounding nature. The dining table, made of wood, seats several with metal chairs, while a blue couch is positioned in front of a modern fireplace and wall-mounted TV.

Home in North Fork

5 out of 5 average rating, 53 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

Top guest favorite

Apartment in Woodmont

4.97 out of 5 average rating, 580 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Top guest favorite

A welcoming entrance features a white picket fence adorned with blooming rose bushes. The front door is framed by classic columns, leading to a well-maintained brick pathway that guides guests to the home. Sunlight enhances the charming facade of the historic boathouse.

Home in North Fork

4.98 out of 5 average rating, 102 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.

A firepit area is featured in a lush green yard, surrounded by wooden chairs arranged in a circle. The warm glow of a fire is visible at the center, with rocks outlining the firepit, creating a cozy outdoor gathering space.

Home in North Fork

4.97 out of 5 average rating, 30 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 ༄Equipped kitchen w/blender, coffee, waffle maker + more! 𓇼Bathrooms w/heated floors + a clawfoot soaking tub (Please note there is only 1 shower) ☼Family Friendly: Board games, packNplay, high chair, beach chairs + toys ༄Kayak + bikes 𓇼Smart TVs

Top guest favorite

A wrap-around balcony provides sweeping views of Gardiner’s Bay. Comfortable lounge chairs are positioned for relaxation, while the clear sky reflects over the water. The area offers a serene setting for enjoying the outdoors.

Home in North Fork

5 out of 5 average rating, 13 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.

Home in North Fork

4.93 out of 5 average rating, 136 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.

Top guest favorite

Home in North Fork

4.97 out of 5 average rating, 206 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.

Top guest favorite

Home in North Fork

5 out of 5 average rating, 36 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.

A close-up view of a small plant is featured on a wooden surface, with soft natural lighting illuminating its leaves. The background is softly blurred, allowing the greenery to stand out, creating a calming and natural atmosphere.

Home in Southampton

4.96 out of 5 average rating, 171 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Southold fireplace rentals

Free parking on premises

Air conditioning

House rentals with a fireplace

The exterior of the cottage features a light grey facade with large glass doors opening onto a wooden deck. Lush green grass surrounds the home, accentuated by several trees showing vibrant autumn leaves. A small dining area with white furniture is visible on the patio.

Home in Old Saybrook

5 out of 5 average rating, 40 reviews

Romantic Couples Retreat with Private Sandy Beach

A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.

Home in East Hampton

4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

A modern kitchen is showcased, featuring a large center island with four wooden bar stools. Stainless steel appliances and white cabinetry are complemented by granite countertops. Natural light filters in through a window above the sink, illuminating the inviting space.

Home in North Fork

4.95 out of 5 average rating, 131 reviews

⭐️Modern Farmhouse Long Island Wine Country🍷

A spacious dining area is highlighted by a large wooden table surrounded by metal chairs. A modern chandelier hangs above, complementing the light and airy atmosphere. The kitchen features stainless steel appliances, a sleek countertop, and soft natural light from windows.

Home in North Fork

4.76 out of 5 average rating, 17 reviews

Vineyard Views with hot tub

A single-story brick house is set amidst a lush green lawn, framed by colorful flowers and bushes. A pathway leads to the front entrance, with a chimney visible on the right side. Tall trees provide shade in the background under a clear blue sky.

Home in North Fork

4.94 out of 5 average rating, 108 reviews

Walk to Vineyards, Beach, Restaurants • Sleeps 8

A modern home with a wood exterior and large windows is surrounded by lush greenery. A separate garage is visible nearby, and a winding pathway leads to the front entrance. The well-maintained yard features manicured grass, offering ample space for outdoor activities.

Home in Southampton

4.91 out of 5 average rating, 32 reviews

Southampton Stunner: Pool, Beach & more!

An open-plan living area features a spacious dining table surrounded by black chairs. Natural light floods in through several windows and skylights, illuminating the modern kitchen equipped with sleek cabinets and stainless-steel appliances.

Home in Southampton

4.98 out of 5 average rating, 43 reviews

Renovated Southampton Home+Pool

Top guest favorite

The exterior of a charming house is featured, showcasing warm orange siding with blue accents. A spacious deck with wooden railing and a grill is visible, surrounded by lush greenery. Large windows allow natural light into the interior, creating a welcoming atmosphere.

Home in North Fork

4.96 out of 5 average rating, 57 reviews

Mattituck Dream House - Summer Rental Opportunity

Apartment rentals with a fireplace

A cozy living area features wood-paneled walls and a neutral sofa positioned near a lamp and a chair. Natural light floods through the windows, illuminating a patterned rug on the hardwood floor. A television is mounted on the wall opposite the entrance.

Apartment in Southampton

5 out of 5 average rating, 9 reviews

Sugarloaf Annex

A spacious dining area features a wooden table surrounded by four leather chairs, complemented by natural light from two windows. An exposed brick wall adds texture to the room, while a comfortable sectional couch is positioned nearby, creating an inviting atmosphere for gatherings.

Apartment in Downtown New Haven

4.88 out of 5 average rating, 106 reviews

Wooster SQ | Downtown Yale |Skyline Deck | Laundry

A charming view is displayed through a large window, overlooking a green lawn that leads to a serene waterway. A decorative piece resembling a swan rests on a small table, casting a soft shadow as sunlight streams in.

Apartment in Sag Harbor

4.94 out of 5 average rating, 156 reviews

Whaling Captain Pierson's Cottage

Top guest favorite

A comfortable living area is presented, featuring a spacious sofa and a coffee table with floral decor. A dining set with wooden chairs is positioned nearby. A television is mounted on the wall opposite a decorative fireplace. Natural light is introduced through a nearby window.

Apartment in Port Jefferson Station

4.93 out of 5 average rating, 206 reviews

Brand New Modern Spacious Apartment

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

Apartment in Center Moriches

4.86 out of 5 average rating, 87 reviews

Quiet and comfy studio near the Hamptons

Top guest favorite

A large two-story house features a dark exterior with stone accents and multiple gabled roofs. Large windows allow ample natural light to enter, while a wooden front door adds a welcoming touch. Lush greenery surrounds the property, enhancing its natural setting.

Apartment in Branford

5 out of 5 average rating, 30 reviews

Stedley Creek

Top guest favorite

A sandy path leads through beach grass, flanked by wooden fencing, toward a tranquil ocean beyond. Clear blue skies complement the scene, where gentle waves are visible on the horizon.

Apartment in Hampton Bays

4.97 out of 5 average rating, 111 reviews

Walk to Bay and Ocean-Newly Renovated

A spacious bedroom is presented with a comfortable bed, layered in plush white linens and accented with dark pillows. A wooden dresser sits in front of a large window, allowing natural light to fill the room, while art decorates the walls.

Apartment in New Haven

4.97 out of 5 average rating, 72 reviews

King 1BR W/ Parking, Pool & Gym

Villa rentals with a fireplace

An aerial view of the Mid Century Modern home is showcased, surrounded by lush greenery. The spacious yard features a heated pool, deck chairs, and a large checkered game board. A shaded seating area is positioned nearby, offering a perfect gathering spot amidst the natural landscape.

Villa in East Hampton

4.97 out of 5 average rating, 31 reviews

Luxe| Pool|BeachCar Beach Pass|GameRm|Movie|HotTub

A clear view of the outdoor pool highlights a serene setting with two large umbrellas shading lounge chairs. Green lawn and bushes surround the pool, with a backdrop of coastal landscape and gentle waters visible in the distance.

Villa in Guilford

4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

A heated salt water pool is surrounded by a stone patio, reflecting sunlight on its clear surface. A Japanese Maple tree provides shade along one edge, enhancing the serene outdoor space. Lush green grass and a white fence enclose the area, creating a private setting.

Villa in Southampton

4.95 out of 5 average rating, 61 reviews

Just renovated Southampton retreat w/ heated pool

An inviting backyard features a sparkling inground pool with steps leading down into the water. Bright red lounge chairs line the poolside, offering vibrant seating options. A gazebo and well-maintained grass area create a serene setting for relaxation and gatherings.

Villa in Medford

4.68 out of 5 average rating, 28 reviews

Oasis Event Venue

Top guest favorite

A spacious two-story house features a light-colored exterior with large windows and a welcoming front porch. Well-maintained green grass surrounds the property, complemented by neatly trimmed shrubs. A gravel driveway leads to the home, providing easy access.

Villa in Hampton Bays

4.95 out of 5 average rating, 19 reviews

Picturesque 5-bedroom Hamptons villa with pool

The exterior of the house is framed by lush greenery, with a wrap-around deck highlighted by large windows. The warm glow from the interior lights contrasts with the natural surroundings, while the fieldstone chimney adds an element of rustic charm. A pathway leads towards the entrance.

Villa in Guilford

5 out of 5 average rating, 32 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

Top guest favorite

An open-concept living space displays high ceilings with exposed beams. A modern kitchen features wooden cabinetry and stainless steel appliances. Two stylish cream-colored chairs are positioned on a light wood floor, with large windows allowing natural light to illuminate the room.

Villa in Hampton Bays

5 out of 5 average rating, 17 reviews

Hamptons Bungalow With Pool

Quick stats about vacation rentals with a fireplace in Southold

Total rentals
110 properties
Nightly prices starting at
R1,608 ZAR before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore