Guesthouse vacation rentals in Brookhaven

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Popular amenities for Brookhaven guesthouse rentals

Family-friendly guest house rentals

Superhost
Lush green trees line the water's edge, reflecting shades of gold and green onto the calm surface. The tranquil scene is accentuated by the gentle ripples, creating a harmonious blend of nature and serenity.
Guesthouse in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars8 months ago
John was a perfect host! Friendly, responsive and made us feel welcome. I took my 9 year old son and we had a great time fishing off the dock and kayaking. The kitchenette is lacking if you want to cook any meals but it didn’t matter in our case. Absolutely beautiful location!
Guest favorite
A serene view captures the landscaped yard leading to a tidal inlet, framed by lush green grass. The calm waters reflect the blue sky and nearby trees, with residential homes visible in the background. A small dock extends into the inlet from the opposite bank.
Guesthouse in East Norwalk
5 out of 5 average rating, 69 reviews

Cottage by the Sea

Agni MaRating, 5 stars3 months ago
We came for a quiet beautiful space to retreat too while visiting family during a very busy time. And being at Esme’s was so amazing … quiet,comfortable, great view Ty !!!
Guest favorite
An outdoor deck area features a gas grill, a small round table with two blue chairs, and a wooden privacy screen. Surrounding greenery offers a natural backdrop, and the sunlight enhances the inviting space for relaxation or outdoor dining.
Guesthouse in Cherry Grove
4.92 out of 5 average rating, 77 reviews

One Bedroom Cottage in Cherry Grove

IvanaRating, 5 stars8 months ago
We had a great and very peaceful time. The cottage is private and very close to both the beach and restaurants.
Guest favorite
A serene view of a spacious barn with a deck illuminated by the golden light of sunset. Surrounded by lush foliage, the barn features large windows and a welcoming porch, providing a glimpse of modern yet comfortable architecture.
Guesthouse in The Hamptons
4.9 out of 5 average rating, 209 reviews

Beautiful Airy Barn in Springs

SusanRating, 5 stars2 days ago
A relaxing oasis! Bob and Gillian were so accommodating and considerate, always available with helpful advice. The barn is artistically appointed, the beds are very comfortable, and everything you need is available. We so enjoyed our time by the pool and especially the hammock! We felt right at home and would definitely come back.
Guest favorite
A cozy lounge area is furnished with a generous sofa and two white chairs, surrounded by bookshelves filled with various books. A coffee table sits at the center, and a cast iron fireplace is present, enhancing the inviting atmosphere. Natural light fills the room through large windows.
Guesthouse in The Hamptons
4.86 out of 5 average rating, 107 reviews

Charming 2BR Cottage, Walk to Town

MarinaRating, 5 stars11 months ago
We had a wonderful time enjoying the cottage! The hosts are extremely welcoming and very friendly. The cottage was the perfect amount of space and in a wonderful location. My friends and I are already discussing making this an annual trip!
Guest favorite
A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.
Guesthouse in The Hamptons
4.95 out of 5 average rating, 440 reviews

Tiny Home in Prime Spot in Southampton Village

LaraRating, 5 stars7 months ago
Amazing place! private little home tucked away in southhamptom. I was able to walk to the main street super easily, 10/10 would stay again
Guest favorite
The exterior of the two-story cottage is framed by lush greenery, featuring a welcoming porch with white columns. Large windows allow natural light to flood the interior. The gentle slope of the roof and classic shutters enhance the charming architecture, while a hint of red barn peeks in the background.
Guesthouse in Rowayton
5 out of 5 average rating, 22 reviews

Guest Cottage in Rowayton

LynRating, 5 stars1 month ago
I have to say this was one of my favorite stays at air b and b because Mary was such an amazing host. Kind, helpful, considerate and a wonderful human to talk to. She went out of her way to make sure my stay was great and even picked up a few things at the store for me as she knew I was going into a busy couple of days. The cottage itself felt like a sanctuary; peaceful, quiet and lovely simple touches that made it feel homey. I can't say enough about the wonderful energy of the place itself and the lovely host, I would highly recommend this location.
Superhost
A two-story house with a light-colored exterior is framed by neatly trimmed hedges and a lush green lawn. The front porch features white railings and steps leading to the entrance, while large windows with white trim allow natural light to enter.
Guesthouse in Yonkers
4.76 out of 5 average rating, 124 reviews

St James Guest House

EricRating, 5 stars3 weeks ago
Bridget’s place was as advertised. It’s a quiet place to rest. It’s an easy walk to the train when you need to access the city. She was a responsive and courteous host.

Guest house rentals with a patio

Top guest favorite
A bright sleeping area features a spacious bed with light bedding, positioned beneath a vaulted ceiling. Floor-to-ceiling windows provide views of the woods, while a small desk and chair are set against one wall for workspace. A television is mounted for entertainment.
Guesthouse in Greenwich
4.95 out of 5 average rating, 91 reviews

The Cottage in Greenwich

PeterRating, 5 stars3 weeks ago
This unique recently built cottage is really a private bower in a shady maple forest. For the walker there is a sidewalk path down to the little township center only three-quarters of a mile's pleasant stroll. A large TV has its own useful networks and allows patrons to load their own subscribed streaming connections. There is a functional kitchenette. For those wishing a quiet, stress-free stay in a location convenient to a thriving, busy urban setting this is ideal. Only about 10 minutes drive to Westchester airport.
Superhost
A cozy living area is highlighted by a comfortable sofa adorned with decorative pillows and a light coffee table. Natural light filters through sheer curtains, illuminating the soft area rug that adds warmth to the space. A potted plant brings a touch of greenery.
Guesthouse in Miller Place
4.75 out of 5 average rating, 57 reviews

Private guesthouse

ChandlarRating, 5 stars2 weeks ago
Gunay was always available and responded to our needs and questions immediately.
Top guest favorite
A group of eight individuals stands in front of a brightly lit sign displaying the word 'PINES' in multicolored letters. The wooden deck is visible beneath them, with a vibrant atmosphere created by colorful lighting in the background.
Guesthouse in Fire Island Pines
5 out of 5 average rating, 16 reviews

2 BR Private Suite w/Private Living Room & Kitchen

TizitaRating, 5 stars8 months ago
Geoffrey and Thomas were very gracious hosts, filled with benevolence, they greeted us with such warmth, gave us a tour of their beautiful home, along with the complimentary beverages, providing us with resources as well as information about the island since we’re newcomers, the house was lovely, clean and serene, hot tub was amazing, we enjoyed hearing their stories about fire island as well as giving us recommendations for food, shopping and sightseeing, it’s good to know fellow New Yorkers will have your back, very happy we picked their place to stay, absolutely would come back.
Superhost
A spacious outdoor balcony is visible, featuring a railing with potted plants. The surrounding landscape includes trees and green foliage under a bright blue sky with scattered clouds. The area provides an open view, enhancing the feeling of tranquility.
Guesthouse in Valley Stream
4.79 out of 5 average rating, 128 reviews

Cozy 2 BR guest suite very close to JFK, UBS Arena

DavidRating, 5 stars3 weeks ago
Anitas place we warm and welcoming and she was very helpful. I called her for help and she picked up immediately. Will definitely come again when if i need
Guest favorite
A comfortable sleeping area features a spacious bed with a blue quilt and decorative pillows. Two side tables with lamps are placed beside the bed. A small arrangement of flowers adds a touch of color. Blinds cover the window, allowing for adjustable natural light.
Guesthouse in Shirley
4.95 out of 5 average rating, 82 reviews

La casita J place

JustinRating, 5 stars2 days ago
Had a wonderful little getaway in Hilder’s guest house. The place was clean and cozy! I would return here for another weekend getaway.
Top guest favorite
A modern kitchen features a central island with a sleek cooking range and ventilation hood. Bright windows provide views of Norwalk Harbor and the surrounding landscape. Light cabinetry complements the stainless steel appliances, creating a clean and airy space for meal preparation.
Guesthouse in East Norwalk
5 out of 5 average rating, 20 reviews

Waterfront Getaway - Norwalk, CT

HillaryRating, 5 stars5 days ago
Loved our stay here! The apartment was very clean and comfortable, and had everything we needed. Excellent location - nice view and very walkable both to Sono and East Norwalk. Communication was easy and clear, thank you! Only thing I would note is that there is a flight of stairs to get to the entrance which was a little tricky with our luggage and stroller (we were traveling with a baby) - didn’t detract from how great our stay was, and would still book again despite that.
Superhost
The cottage is surrounded by lush greenery, featuring a charming entrance with a white door and a stone chimney. A greenhouse sits alongside, filled with plants. The front yard is lined with vibrant shrubs and framed by blooming trees under a clear blue sky.
Guesthouse in Wilton
4.98 out of 5 average rating, 43 reviews

The Ciderhouse Cottage - private escape in Wilton

ErikaRating, 5 stars2 weeks ago
We had a lovely stay! The place was simple and quiet, surrounded by beautiful greenery. Close to restaurants and local sites. The bathroom is small with a standing single shower. Overall spacious and very clean.
Top guest favorite
A cozy living area features a sectional sofa and two armchairs arranged around a glass-top coffee table. A rug provides a soft touch to the wood flooring. The kitchenette, equipped with modern appliances, is visible in the background, alongside large windows that invite natural light.
Guesthouse in Wading River
4.98 out of 5 average rating, 59 reviews

North Country Cottage

ChristineRating, 5 stars1 day ago
Jen’s cottage was peaceful, comfortable and clean. I was traveling with my 83 year old dad who has mobility issues and needed a place to stay with a recliner. I was excited when Jen responded to my inquiry (very quickly I might add) that she would be able to accommodate. Not only did the property exceed expectations, it was immaculate and felt like home immediately. This cottage made our trip possible. I wish I could give Jen more than 5 stars!!!

Guest house rentals with a washer and dryer

Guest favorite
A hot tub filled with clear water is positioned in a serene outdoor setting, surrounded by lush trees and manicured greenery. Pathways and landscaping elements create a tranquil retreat, promoting relaxation and outdoor enjoyment.
Guesthouse in North Fork
4.98 out of 5 average rating, 46 reviews

Private Luxe Cottage at Gates of Wine Country

ChristinaRating, 5 stars8 months ago
We had a wonderful stay at Carrie’s listing. When we first arrived, Carrie was still cleaning up so we were invited inside for a cup of wine. The airbnb had almost everything we needed (minus a microwave) and the property had super friendly chickens and every amenity needed for a stay-at-home vacation. Carrie was even kind enough to have us stay a little past check in to finish some work meetings. We appreciated everything and would recommend this to anyone coming to North Fork :)
Guest favorite
An outdoor space is furnished with multiple white chairs surrounding a central fire pit. A large umbrella stands next to the seating area. Sunlight highlights the wooden decking, with plant life subtly framing the scene, contributing to a fresh and airy environment.
Guesthouse in Mamaroneck
4.91 out of 5 average rating, 163 reviews

Your Modern Guest Wing Near NYC

ConnieRating, 5 stars3 weeks ago
Had a great time at Shay and Sam’s luxurious cottage. Every aspect of this place is thoughtfully designed from the decor, lighting and bathroom spa, to the Frette sheets and towels making for an incredibly comfortable stay. The kitchenette is very compact but has just about everything needed, including a dishwasher. A lovely backyard and patio are an added bonus along with a ramp to the property’s entrance. Located in a beautifully manicured and very quiet neighborhood across from the back of Harbor Island Park, the property is about a 25 minute walk from the train station via Mamaroneck Avenue-with its various shops, restaurants (Nonna Carola is not to be missed) a liquor store, and a small Italian market. We were pleasantly surprised to find a Trader Joe’s, bagel shop and the Nautilus diner about 20 minutes walking distance from the property as well. Communication with Sam was easy and very helpful. Would love to come back and definitely recommend a stay here.
Top guest favorite
A well-maintained garden features lush green grass and a variety of trees and flowering plants, creating a vibrant natural setting. The surrounding property presents a charming two-story building, partially obscured by foliage, against a clear blue sky, enhancing the tranquil ambiance.
Guesthouse in Larchmont
4.98 out of 5 average rating, 43 reviews

Beautiful guesthouse - Larchmont

MichaelRating, 5 stars3 weeks ago
This recently renovated unit was exceptionally nice. Decorator touches, extremely clean. Drinks in the fridge, snacks, toiletries - basically any need met. Joanna was a great host, good communicator, friendly. The unit was spacious and highly functional. I would not hesitate to go back.
Superhost
A spacious kitchen features light-colored cabinetry and wooden countertops. Two bar stools are positioned at a kitchen island. A white refrigerator and a small black appliance can be seen, with a large window offering natural light and views of the outdoors.
Guesthouse in Pound Ridge
4.8 out of 5 average rating, 20 reviews

Pound Ridge Cottage

ChristopherRating, 5 stars1 week ago
Lovely place - everything you need for a great stay
Guest favorite
Guesthouse in Stamford
4.93 out of 5 average rating, 43 reviews

Carriage house flat near beach

LukeRating, 5 stars2 weeks ago
An extremely relaxing and comfortable space, this was a perfect place to be during our visit to Connecticut. The hosts were very friendly and responsive. We loved it, and would not hesitate to book again if we are back in the area!
Guest favorite
A scenic view of a calm waterway is framed by a wooden deck. Two white chairs with blue stripes are positioned for relaxation. A small table holds decorative items, while a dock extends into the water, surrounded by greenery and gentle waves.
Guesthouse in Fairfield Beach
4.95 out of 5 average rating, 20 reviews

The Creekside Cottage

JeffreyRating, 5 stars5 days ago
A wonderful stay...Love Rowena...beautiful location...did not want to leave...already planning for next year
Top guest favorite
A brick pathway leads through a green lawn, flanked by round white lights along its edges. On the right, stairs ascend to a pale yellow building, while a solid white fence encloses the backyard area beyond.
Guesthouse in Huntington Station
4.97 out of 5 average rating, 92 reviews

Modern fully updated 2nd Floor apartment

JayRating, 5 stars1 month ago
Manuel was a great host, very responsive and respectful. Anything I needed he was right there to assist. His place was also very beautiful and just what I needed. Its hosts like him who make Airbnb a great place, hope to stay in one of his properties again soon!
Guest favorite
A modern bathroom is visible, featuring a sleek vanity with a sink and storage. Natural light enters from a nearby window. The open door leads to a cozy living area, which includes a comfortable couch and softly illuminated lamps.
Guesthouse in South End
4.91 out of 5 average rating, 58 reviews

Southold- Adorable 1 Bedroom Cottage

MeganRating, 5 stars1 month ago
It was the perfect spot for a getaway weekend. Easy access to wineries and restaurants. Would definitely stay again.

Quick stats about guesthouse rentals in Brookhaven

  • Total rentals

    40 properties

  • Total number of reviews

    1.4K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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