Vacation rentals with a fireplace in Greenport West

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Top-rated fireplace rentals in Greenport West

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Guest favorite

Apartment in Sag Harbor

4.94 out of 5 average rating, 136 reviews

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".)

Jan 14 – 21

G$81,307 GYD per night

Guest favorite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 311 reviews

Artists Sag Harbor Village Retreat

January special -book second night for $125! 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. Ideal for a fall or winter visit to explore the area during the quieter season. Main Street is lively and all restaurants are open. Central heat & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.

Dec 22 – 29

G$50,806 GYD per night

Guest favorite

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.

Mar 16 – 23

G$90,002 GYD per night

Superhost

Home in Greenport

5.0 out of 5 average rating, 3 reviews

Waterfront Greenport Boathouse

Watch the boats go by from this waterfront 1840's Greenport boathouse. Step back in time with this home that was originally part of Greenport's working waterfront. It has been recently restored while retaining its wide-plank floors and exposed beams. Private dock and beach area for launching kayaks or paddle boards (provided in season). It has three bedrooms with queen sized beds as well as two full bathrooms. New central air-conditioning throughout house. Wifi, Smart TV, Bose stereo

Oct 24 – 31

G$127,127 GYD per night

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

Sep 24 – Oct 1

G$121,059 GYD per night

Guest favorite

Cottage in Southampton

4.96 out of 5 average rating, 102 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!

Dec 29 – Jan 5

G$197,564 GYD per night

Guest favorite

Home in Greenport

5.0 out of 5 average rating, 19 reviews

The Corwin House

Newly gut renovated 4 bed 3 bath home. Ultra high ceilings, large sunny windows and spacious open layouts throughout. Two masters with ensuite baths, walk in closets Downstairs, are two additional bedrooms with queen beds, and a third bath. Amenities include: free parking, large fenced in yard, pool, fire pit, grill Indoors: fireplace, central climate control, Bertazzoni appliances, smart tv, dishwasher, washer & dryer Pool is heated, heating cost not included.

May 10 – 17

G$119,023 GYD per night

Guest favorite

Barn in Essex

4.98 out of 5 average rating, 125 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Jun 3 – 10

G$130,018 GYD per night

Guest favorite

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!

Jan 17 – 24

G$54,400 GYD per night

Superhost

Home in Shelter Island

4.89 out of 5 average rating, 106 reviews

Hay Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Monday-Thursday stays February through June no cleaning fees!!!

Mar 20 – 27

G$172,708 GYD per night

Guest favorite

Home in Greenport

4.95 out of 5 average rating, 20 reviews

Walk to Beach or to Town …

Situated off a quiet lane, this stylish ,updated residence offers a peaceful and quiet North Fork getaway with 3 well appointed bedrooms 2 .5 modern bathrooms.. Mature landscaping and comfortable outdoor furniture offers a relaxing escape for family & friends. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Nov 16 – 23

G$84,763 GYD per night

Guest favorite

Guesthouse in Shelter Island

4.97 out of 5 average rating, 105 reviews

Waterfront carriage house studio

Access to endless pool/spa, private beach around corner, breathtaking views, access for kayak, sup etc on property, playful friendly dog, easy access to all including sunset beach, beautiful breeze, private location, 46 foot classic powerboat available for charter at discounted rate w/ rental

Sep 9 – 16

G$89,508 GYD per night