Vacation rentals in Southampton

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Southampton vacation rentals

Other great vacation rentals in Southampton

Guest favorite
Apartment in Westfield
4.92 out of 5 average rating, 49 reviews

Cozy Apartment

DawnRating, 5 stars4 weeks ago
Exceptional Airbnb! Julie was welcoming and responsive, making the check-in process smooth and stress-free. The space was exactly as described—clean, cozy, and well-equipped with everything needed for a comfortable stay. The location was perfect—quiet yet conveniently close to everything you might need. We would absolutely stay here again and recommend it to anyone looking for a relaxing and hassle-free place to stay.
Top guest favorite
Farm stay in Worthington
4.97 out of 5 average rating, 33 reviews

Like sleeping on a cloud

KimberlyRating, 5 stars1 month ago
We loved our stay. The place is pristine and “user-friendly.” Host was easy to work with and communication was super clear.
Top guest favorite
Home in Russell
4.96 out of 5 average rating, 265 reviews

South Quarter House

SheilahRating, 5 stars2 weeks ago
We stayed at South Quarter House for a week with our dogs while competing in a national agility event in the area. It was a great and quiet place to stay and rejuvenate before each day’s events.
Top guest favorite
Cottage in Southwick
4.98 out of 5 average rating, 110 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

LeahRating, 5 stars2 weeks ago
We did a last minute weekend with our 5 and 2 year olds and Catherine’s place was perfect. The bedrooms being upstairs away from the living area meant it was nice and quiet for the kids, they had life jackets in all sizes, and we visited a fun children’s museum 15 mins away. We had a few questions during our stay and Catherine was always quick to respond and super helpful.
Top guest favorite
Home in Williamsburg
4.99 out of 5 average rating, 190 reviews

Hilltown Studio

JeffRating, 5 stars2 weeks ago
This was a terrific place, just as described. It is less than a half mile from a decent size road and a few miles from towns, but it feels very rural. Katherine had the space well-stocked and clean. She was extremely accessible and a pleasure to interact with.
Top guest favorite
Cabin in Williamsburg
4.97 out of 5 average rating, 91 reviews

Mountain Retreat close to Northampton & Amherst!

KarenRating, 5 stars2 weeks ago
Outside is simply amazing. Beautiful Orchard, running stream, birds everywhere! Inside, so cozy yet roomy. The bed is just perfect. Shower has wonderful water pressure and very adjustable temperature. This home is just beautiful and very relaxing!
Top guest favorite
Apartment in Easthampton
4.97 out of 5 average rating, 72 reviews

Private Farm Studio Apartment

ElizabethRating, 5 stars1 week ago
Mindy’s place was great — private and very cozy! We would definitely stay there again.
Top guest favorite
Guesthouse in Easthampton
4.96 out of 5 average rating, 51 reviews

Newly built loft

SueRating, 5 stars2 weeks ago
The many laudatory reviews of Alison and Andrew’s loft tell the truth. As a writer, I’m hesitant to use too many adjectives, but these come to mind: tasteful, idyllic, spacious, thoughtful, spotless, and comfy. The design and décor are extraordinary – from floor to ceiling. The lighting is sublime. Although there’s no kitchen, there’s a microwave, kettle, coffee-maker, toaster, and half-fridge. The allocated parking spot is well-marked and the motion detector lights are a welcome guide. There is one flight of steps to the loft, with a hardy banister. The location is convenient – don’t miss the pastries at nearby Small Oven or breakfast at the Silver Spoon diner. Most of all, Alison and Andrew respect your privacy while being almost instantly attentive to messages. I’m grateful to have found this jewel and hope to come back.

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