
Guesthouse vacation rentals in Brookhaven
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Top-rated guesthouse rentals in Brookhaven
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Brookhaven guesthouse rentals
Family-friendly guest house rentals

Waterfront carriage house studio
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!

Cottage by the Sea
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 !!!

One Bedroom Cottage in Cherry Grove
We had a great and very peaceful time. The cottage is private and very close to both the beach and restaurants.

Beautiful Airy Barn in Springs
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.

Charming 2BR Cottage, Walk to Town
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!
Tiny Home in Prime Spot in Southampton Village
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 Cottage in Rowayton
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.

St James Guest House
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

The Cottage in Greenwich
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.

Private guesthouse
Gunay was always available and responded to our needs and questions immediately.

2 BR Private Suite w/Private Living Room & Kitchen
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.

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

La casita J place
Had a wonderful little getaway in Hilder’s guest house. The place was clean and cozy! I would return here for another weekend getaway.

Waterfront Getaway - Norwalk, CT
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.

The Ciderhouse Cottage - private escape in Wilton
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.

North Country Cottage
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

Private Luxe Cottage at Gates of Wine Country
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 :)

Your Modern Guest Wing Near NYC
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.

Beautiful guesthouse - Larchmont
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.

Pound Ridge Cottage
Lovely place - everything you need for a great stay

Carriage house flat near beach
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!

The Creekside Cottage
A wonderful stay...Love Rowena...beautiful location...did not want to leave...already planning for next year

Modern fully updated 2nd Floor apartment
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!

Southold- Adorable 1 Bedroom Cottage
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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- Beach
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Rye Beach
- Citi Field
- Gilgo Beach
- Rye Playland Beach
- USTA Billie Jean King National Tennis Center
- Napeague Beach
- Cooper's Beach, Southampton
- Point Lookout Beach District Park
- Robert Moses State Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Dunewood
- Bethpage State Park
- Woodmont Beach
- Amagansett Beach
- Rye Town Beach
- Seaside Beach
- Quotonset Beach
- Hicks Beach