Bed and breakfast vacation rentals in Southampton

Find and book unique bed and breakfast rentals on Airbnb

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Popular amenities for Southampton bed and breakfast rentals

Family-friendly bed and breakfast rentals

Top guest favorite
Private room in Clinton
4.96 out of 5 average rating, 140 reviews

Abel Buell Home B&B- Queen Bedroom

MargeRating, 5 stars1 week ago
Kathy was welcoming and friendly. The house and grounds were well kept. The room was exceptionally clean, with fresh robes and nice linens. Kathy provided a continental breakfast. This is a very good location for beach and downtown and is quiet. Overall, we had a good experience. Note this is a B&B, so you have a room, but the house including bathroom is shared space with Kathy and other guests.
Top guest favorite
Private room in Clinton
4.98 out of 5 average rating, 93 reviews

Abel Buell Home B&B- Twin Bedroom

YuhongRating, 5 stars1 month ago
I seldom use the phrase “home away from home”. However Cathy’s really means it! Thank you Cathy for hosting us and prepared a nice breakfast by yourself! Next time when we are near the area, we’d love to stay at your place again!🌟
Superhost
Private room in Hampton Bays
4.83 out of 5 average rating, 6 reviews

1BR,Mins to Beaches, Kayaks Paddleboards,Wineries

LorriRating, 5 stars47 months ago
Such a wonderful lodging! My son and I stayed for a week for him to attend camp nearby and the hospitality with the entire staff was remarkable! Clean, quiet, communal feel and tended to my every request! I highly recommend this charming little place!
Guest favorite
Private room in Southampton
4.96 out of 5 average rating, 153 reviews

Perfect in SH ~ Private Room Near Village Center

NeeleRating, 5 stars1 month ago
we had such a lovely time at Jayne’s place! The room was very clean, we loved the garden and her cats! It was perfect for a little city getaway! We definitely want to come back:)
Superhost
Private room in Shelter Island
4.85 out of 5 average rating, 20 reviews

Candlelite Inn queen room private detached bath

IanRating, 5 stars35 months ago
John's bed and breakfast / the Candlelight Inn is a wonderful experience. The room was clean, beautifully kept and just as advertised. I would highly recommend this stay and shelter island in general, as there are many beautiful beaches, stores and restaurants all 5-10 minutes away. The final night of our stay ended with our eating dinner on the porch with fireflies and other guests. We even snagged some furniture from the thrift store across the street!

Bed and breakfast rentals with breakfast

Guest favorite
Private room in Southampton
4.96 out of 5 average rating, 157 reviews

Village ~ Summer Classic Southampton Private Room

KazuyukiRating, 5 stars3 weeks ago
We had an amazing stay at Jayne's home. She is a very friendly and accommodating host who makes you feel at home. We got a lot of helpful local tips and even got to meet some of her friends one evening. The house packs a lot of history and is an aesthetic work of art, curation and dedication. The garden is equally picturesque and perfect for breakfast and relaxing. We felt the amenities were great too. Fresh breakfast (and a pie!) served in the morning, BBQ grill and firepit for a relaxing night to stay in, and bicycles for exploring the town and beaches all made our stay very convenient and seamless. Thanks!
Private room in North Fork

Harbor Knoll Bed & Breakfast - Harbor Room

KateRating, 5 stars11 months ago
Thank you so much for sharing your lovely home with us! We had the best time and will definitely be back! Thank you!
Top guest favorite
Private room in Southampton
5 out of 5 average rating, 49 reviews

Southampton Center ~ Light & Airy Private Room

MichelleRating, 5 stars9 months ago
My friend and I came for a baby shower weekend. It was absolutely my best experience with any Bed and Breakfast/Air bnb ever! She could not have made us more comfortable and at home. Her garden is absolutely incredible- I could not stop taking pictures of every corner! Even inside her home is full of antiques with a story behind each one! I cannot wait to have another girls weekend here. It is also perfectly located to walk right into town!
Superhost
Private room in Hampton Bays
5 out of 5 average rating, 4 reviews

1KING,Min to Beaches,KayaksPaddleboards,Wineries

JennaRating, 5 stars1 month ago
Absolutely loved staying at the Oceanview Terrace this Easter weekend! Adriana and Yanni were fabulous, very friendly and responsive. The location was great, loved the cottage I was on, overlooking the Shinnecock Bay. Minutes outside of Southampton and other great local restaurants and shops. Very clean and I slept like a baby in the beautiful King bed with fresh linens with the best pillows lol!! I will definitely be back and recommend to all my friends & families.
Superhost
Private room in Hampton Bays

2BR, Mins to Beaches/Wineries, Kayaks Paddleboards

LindsayRating, 5 stars46 months ago
We had a wonderful time during our recent stay here. The rooms were pretty, clean, and spacious, with a beautiful view of the bay, and our hosts were very gracious and helpful with setting up local activities. Highly recommend! We will be back.
Superhost
Private room in Southampton
4.98 out of 5 average rating, 42 reviews

Danny's_Resort.3

KrisRating, 5 stars10 months ago
Danny’s resort is an absolute gem and Danny is an absolute pleasure! The bedroom and private bathroom are a great space, the bed is very comfortable, the back deck and poolside are beautiful, serene and secluded, the breakfast is fresh and filling, great BBQ and Danny and his dogs’ company was lovely 😊! Danny had so many recommendations on things to see and do which we wouldn’t have managed to see or do without his friendly chats throughout our stay and the bits of advice to avoid traffic was massively helpful! I would highly recommend Danny’s resort and looking forward to the opportunity to stay again! Thanks again for a lovely stay Danny, Milo and Little Max!
Superhost
Private room in Southampton
4.97 out of 5 average rating, 29 reviews

Stunning Master Bed & Bath in Southampton Village Center

MarkRating, 5 stars46 months ago
Jayne was an incredible host and made herself available and was truly accommodating. I would highly recommend staying at her property.
Superhost
Private room in Hampton Bays
5 out of 5 average rating, 3 reviews

1R,Mins to Beaches, Kayaks Paddleboards,Wineries

KelseyRating, 5 stars50 months ago
Very clean. Easy check-in and check-out. My only comments are that the ice machine and vending machine were out of order, which was mildly inconvenient but no way a reflection of Adri or our stay. Also, I misunderstood the hot tub location - it’s located within the bathroom, not outside next to the pool haha! Either way, it was a good weekend and we would stay again.

Bed and breakfast rentals with a patio

Private room in West Haven

A home made comfortable for Yale university staff

DavidRating, 5 stars37 months ago
Fantastic value and location!
Top guest favorite
Private room in North Fork
5 out of 5 average rating, 13 reviews

Vine + Sand Southold, NY's Newest B&B-Room 2

JosephRating, 5 stars20 months ago
We enjoyed a wonderful stay at Johnny & Mark’s beautiful home! Conveniently nestled among several wineries, many within walking distance, this incredible Bed & Breakfast is perfect for your North Fork getaway! Johnny and Mark are welcoming, accommodating, and gracious hosts. We hope to return soon!
Top guest favorite
Private room in Water Mill
5 out of 5 average rating, 7 reviews

Head of Pond House - The Mill Pond Suite

AlRating, 5 stars3 weeks ago
One of the best kept secrets in the Hamptons. Picturesque water view setting yet convenient to all the hamlets and village attractions . Monika is a fantastic host!
Superhost
Private room in Water Mill
5 out of 5 average rating, 5 reviews

Head of Pond House - The Water Mill Room

JuliaRating, 5 stars3 weeks ago
Such a beautiful stay - Monika’s b&b is the perfect getaway and in an amazing location. Gorgeous and peaceful property which is also so quick and easy to get into the towns Bridgehampton / Southampton. The room was big, bright and absolutely spotless with windows full of leafy green trees. We can’t wait to come back.
Superhost
Private room in Hampton Bays

2BedKitchenette KayakBeachWinery

ViolindaRating, 5 stars13 months ago
This place is definitely a must go to, the rooms are beautiful! The whole place is spotless and super clean. Adriana is amazing!! I had just moved from Florida and needed a nights rest before continuing my trip, she was so helpful and kind Thank you for all you do and did Adriana Highly Recommend, and I will definitely be back!

Quick stats about bed and breakfast rentals in Southampton

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$2,092 GYD before taxes and fees

  • Total number of reviews

    70 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Citarella Gourmet Market - Southampton, Tate's Bake Shop, and 75 Main

Destinations to explore