Bed and breakfast vacation rentals in Southampton

Find and book unique bed and breakfasts on Airbnb

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Popular amenities for Southampton bed and breakfasts

Family-friendly bed and breakfasts

Superhost
Private room in East Rock
4.82 out of 5 average rating, 204 reviews

Amadeus "English Garden Studio"

SanaeRating, 5 stars6 days ago
I loved the house with skylights very much. On top of beautifully decorated interior, there were many thoughtful amenities that made longer stays very comfortable. I’d love to come back. Thanks!
Top guest favourite
Private room in Clinton
4.98 out of 5 average rating, 91 reviews

Abel Buell Home B&B- Twin Bedroom

JohnRating, 5 stars9 months ago
Fantastic stay!! The place was great, excellent location, and Cathy was wonderfully hospitable. This would be our choice again whenever in the area.
Superhost
Private room in Hampton Bays
4.83 out of 5 average rating, 6 reviews

1BR,Mins to Beaches, Kayaks Paddleboards,Wineries

LorriRating, 5 stars46 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!
Superhost
Private room in Shelter Island
4.85 out of 5 average rating, 20 reviews

Candlelite Inn queen room private detached bath

IanRating, 5 stars33 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!
Guest favourite
Private room in Southampton
4.96 out of 5 average rating, 152 reviews

Perfect in SH ~ Private Room Near Village Center

MorganRating, 5 stars8 months ago
Jayne was beyond accomodating. We felt at home from the minute we walked in the door. The amount of care and love taken on this home is unmatched. We loved lounging in the yard and reading, enjoying breakfast on the patio (including fresh tomatoes from the garden!). An absolute haven.

Bed and breakfast rentals with breakfast

Superhost
Private room in Hampton Bays
4.85 out of 5 average rating, 26 reviews

1KING, Beaches, Kayaks, Wineries

CherishRating, 5 stars2 weeks ago
This is a great place to stay. Centrally located between Southhampton and Westhampton. The property was renovated, spacious, and clean, with beautiful views of the bay. The hosts were friendly, communicative and helpful. We will be back!
Top guest favourite
Private room in Southampton
5 out of 5 average rating, 48 reviews

Southampton Center ~ Light & Airy Private Room

MichelleRating, 5 stars7 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!
Private room in East Hampton
4.82 out of 5 average rating, 28 reviews

Private Room in Amagansett Farmhouse

MelanieRating, 5 stars31 months ago
Dale’s place was great. I had a wedding to attend in East Hampton, and this was a perfect crash-pad between wedding events. The bed was comfy, the room was clean, and he provided us with much needed coffee, tea, yogurt and fruit for our mornings. Check in was simple and he communicated well. Definitely recommend!
Superhost
Private room in Southampton
4.98 out of 5 average rating, 42 reviews

Danny's_Resort.3

KrisRating, 5 stars9 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!
Private room in Westbrook
5 out of 5 average rating, 9 reviews

Dog Friendly Salt Island Room at The Westbrook Inn

SamanthaRating, 5 stars20 months ago
Amazing inn, so clean - great location, their team paid attention to details and I slept like a rock. Thank you Meri!
Superhost
Private room in East Rock
4.83 out of 5 average rating, 231 reviews

Amadeus Carriage House "Cambridge "

NickRating, 5 stars3 days ago
Excellent AirB&B where I stayed for three months during my visiting research program at Yale. Next time I’m in New Haven, I’d like to stay here again.
Superhost
Private room in Southampton
4.97 out of 5 average rating, 29 reviews

Stunning Master Bed & Bath in Southampton Village Center

MarkRating, 5 stars44 months ago
Jayne was an incredible host and made herself available and was truly accommodating. I would highly recommend staying at her property.

Bed and breakfast rentals with a patio

Top guest favourite
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 stars19 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!
Superhost
Private room in Water Mill
5 out of 5 average rating, 3 reviews

Head of Pond House - The Water Mill Room

KristenRating, 5 stars8 months ago
What an idyllic Hamptons getaway! We loved the picturesque location right on the water, far from the maddening crowds. We had not previously shared a home with other guests and/or onsite hosts, but it wasn’t even an issue. Monica and her daughter were perfectly accessible but discreetly separated from the guests, who were all spread out enough to provide privacy. We loved the water facing pool, dedicated exercise space, and coffee & snacks we could help ourselves to. Best of all was the breakfast provided each morning. This is a terrific option if you want to avoid loud, crowded, scarce hotel options for a true Hamptons retreat. Note only there’s no tv, which didn’t bother us, and rooms are on the second floor if stairs are an issue. We would definitely return!!
Top guest favourite
Private room in Water Mill
5 out of 5 average rating, 8 reviews

Head of Pond House- Edge of Woods Room

FrancescaRating, 5 stars4 months ago
Monika was a great host - really responsive and proactive giving clear directions and offering lots of local knowledge and tips for our stay. We stayed in the cottage which was quaint and so quiet. The location is beautiful. The weather was not great, but the house was cosy and comfortable. It is well located near restaurants in Southhampton and Bridgehampton and other attractions. Nothing is far. Would highly recommend.
Guest favourite
Private room in North Fork
5 out of 5 average rating, 14 reviews

Vine + Sand Southold, NY's Newest B&B-Room 3

MichelleRating, 5 stars1 month ago
What an amazing stay and such fabulous hosts! The home has so much charm and character with exquisite detail and high end amenities. Mark and Johnny went above and beyond to make our stay incredible! When I left, I felt like I was leaving my family! I can't wait to return!
Top guest favourite
Private room in Westville
5 out of 5 average rating, 10 reviews

THE EMERALD INN AUTHENTIC BED & BREAKFAST

MarianneRating, 5 stars11 months ago
We had an amazing stay at this lovely home! Nora and John could not have been more welcoming and went above and beyond to make our stay as comfortable as possible. The best!
Top guest favourite
Private room in Westville
5 out of 5 average rating, 29 reviews

THE EMERALD INN AUTHENTIC BED AND BREAKFAST

CyrusRating, 5 stars7 months ago
We really enjoyed our stay with Nora. we had a spacious room with a comfortable bed and quality bedding. She is such a kind and attentive host--it was like visiting family we were so comfortable! Her house has been lovingly maintained and restored and modernized while keeping the character and charm. We really appreciated her flexibility with breakfast times and also our check-in time.

Quick stats about bed and breakfast rentals in Southampton

  • Total rentals

    20 properties

  • Nightly prices starting at

    $14 CAD 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