
Guesthouse holiday rentals in The Hamptons
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in The Hamptons
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for The Hamptons guesthouses
Family-Friendly guesthouses

Mod 8 / private bath & deck

Private Waterfront Cottage

Cozy Home

The studio downtown

Guest House Southampton Village

Southampton Guest House

The cleanest place you’ll see

Steel & Modern House-
Guesthouses with a patio

Quaint One-Bedroom Cottage with Private Entry

Spacious cottage

Private guesthouse

2 BR Private Suite w/Private Living Room & Kitchen

The Private Guest House-Lake Ronkonkoma!

La casita J place

A cozy bungalow in Southampton.

Cozy Guesthouse 10 min to Ocean
Guest house rentals with a washing machine and dryer

Private Luxe Cottage at Gates of Wine Country

3 Bedroom Guest House in Southampton

Peaceful cottage

Retro Mid-Century Cottage 1/2 mile to CPI

Southold- Adorable 1 Bedroom Cottage

Bayfront 1BR/2BR detached guesthouse with pool

Charming 2 Bedroom 1 Bath Cottage w/ private yard

Hamptons Two Bedroom Cottage
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Ocean City Holiday rentals
- Luxury rentals The Hamptons
- Rentals with outdoor seating The Hamptons
- Villa rentals The Hamptons
- Rentals with pools The Hamptons
- Condo rentals The Hamptons
- Pet-friendly rentals The Hamptons
- Bungalow rentals The Hamptons
- Beach house rentals The Hamptons
- Hotel rentals The Hamptons
- Private suite rentals The Hamptons
- Rentals with a kayak The Hamptons
- Family-friendly rentals The Hamptons
- Boutique hotel rentals The Hamptons
- Mansion rentals The Hamptons
- Rentals with lake access The Hamptons
- Rentals with a fire pit The Hamptons
- Fitness-friendly rentals The Hamptons
- House rentals The Hamptons
- Rentals with a patio The Hamptons
- Rentals with a hot tub The Hamptons
- Apartment rentals The Hamptons
- Rentals with breakfast The Hamptons
- Rentals with a sauna The Hamptons
- Farmstay rentals The Hamptons
- Rentals with a washing machine and dryer The Hamptons
- Rentals with a fireplace The Hamptons
- Beachfront rentals The Hamptons
- Waterfront rentals The Hamptons
- Cottage rentals The Hamptons
- Bed and breakfasts The Hamptons
- Rentals with beach access The Hamptons
- Rentals with an EV charger The Hamptons
- Guesthouse rentals Suffolk County
- Guesthouse rentals New York
- Guesthouse rentals United States
- Yale University
- Charlestown Beach
- Fairfield Beach
- Foxwoods Resort Casino
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Napeague Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Brownstone Adventure Sports Park
- Woodmont Beach
- Cedar Beach
- Groton Long Point Main Beach
- Silver Sands Beach
- Jennings Beach
- Sandy Beach
- Ninigret Beach
- Sunken Meadow State Park
- Seaside Beach
- Wildemere Beach
- Groton Long Point South Beach
- Outer Beach at Smith Point County Park