Southampton Guest Houses

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Our top choices for Southampton guest houses

A garden with a wooden bench, a playground, and a house in the background.

1. Hampton's Vacation Inn

Hampton Bays

Christopher

includes taxes & fees

1 Oct - 2 Oct

A serene landscape with a calm body of water reflecting trees with autumn foliage.

2. House on Chase Creek

The Heights

Tracey

includes taxes & fees

12 Oct - 13 Oct

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Top Southampton Hotel Reviews

Southampton Inn

8/10 Good

"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."

Hamlet Inn

10/10 Excellent

"The hotel location is ideal. About a 2 mile radius from the town center, shopping, attractions and beaches. The room is very comfortable where all necessary amenity items are available. We had a nice closet in the room, a refrigerator and microwave. It would have been nice to have a couple of drawers if we had stayed more than 2 nights. The shower was particularly nice! Coffe, tea, soft drinks along with a wide variety of snacks, cakes and candy bars are available the entire day."

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

10/10 Excellent

"We had a great stay at this house. This was our 3rd year doing this and by far the favorite house of my family. (3 adult kids plus sig others.) The deck and pool space were really comfortable and we used them a lot. The gym and sauna were huge bonuses that were also a big hit. I've actually rented in this area before and I really like the neighborhood. We would definitely consider renting this house next year, depending on our availability around this time of summer. Thanks to the owners for providing fun way to end the summer."

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

10/10 Excellent

"We did a large family trip to the Hamptons for Labor Day weekend 2026. It was a bucket list trip and the house well exceeded our expectations! It was plenty big and fit our group nicely. We also really enjoyed the location, the large yard and pool. It's a short walk to the water and a quick drive to get into Sag Harbor. The host was great and responded to all of our questions. The check-in, check-out process was also super easy. Highly recommend. We hope to book again in the coming years!"

Minutes from the beach, brand new 4 bedroom

10/10 Excellent

"Great rental property close to Southampton town. Easy access to Route 27. Walking distance to Tate’s (10 minutes) and downtown (15-20 minutes). 10-12 minute drive to Coopers Beach. House was clean, updated, and well supplied. Having two en-suite king rooms is a real plus as well. Fenced in backyard great for traveling with pets. Would not hesitate to stay again."

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