Compare Hamptons Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Hamptons

Bowen's by the Bays

Bowen's by the Bays

2.5 out of 5
177 West Montauk Highway, Hampton Bays, NY
The price is $129 per night
Guests of Bowen's by the Bays enjoy an outdoor tennis court, free WiFi in public areas, and a seasonal outdoor pool. A stay here includes free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include express check-out, barbecue grills, and a garden.
Steps from the Ocean

Steps from the Ocean

Montauk, NY
At this guesthouse, guests have access to barbecue grills.
Free WiFi
Pet friendly
Ruschmeyers #11 - Dlx Queen

Ruschmeyers #11 - Dlx Queen

2.5 out of 5
161 Second House Rd., Montauk, NY
Situated near the beach, this guesthouse is within a 10-minute walk of Fort Pond and Fort Pond Bay Beach. Second House Museum and Kirk Park Beach are also within 1 mi (2 km). Montauk Station is 20 minutes by foot.
Ruschmeyers #14 - Dlx Queen

Ruschmeyers #14 - Dlx Queen

2.5 out of 5
161 Second House Rd., Montauk, NY
Situated near the beach, this guesthouse is within a 10-minute walk of Fort Pond and Fort Pond Bay Beach. Second House Museum and Kirk Park Beach are also within 1 mi (2 km). Montauk Station is 20 minutes by foot.
Ruschmeyers #5 - Queen

Ruschmeyers #5 - Queen

2.5 out of 5
161 Second House Rd., Montauk, NY
Situated near the beach, this guesthouse is within a 10-minute walk of Fort Pond and Fort Pond Bay Beach. Second House Museum and Kirk Park Beach are also within 1 mi (2 km). Montauk Station is 20 minutes by foot.
Don't see what you're looking for?
See all available properties in Hamptons
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Hamptons

    Montauk Manor

    Montauk Manor

    236 Edgemere St., Montauk, NY
    The price is $119 per night from Oct 27 to Oct 27
    4/5 Very Good! (24 reviews)
    Montauk Manor
    Gurney's Montauk Resort & Seawater Spa

    Gurney's Montauk Resort & Seawater Spa

    290 Old Montauk Highway, Montauk, NY
    The price is $336 per night from Oct 27 to Oct 27
    3.8/5 Good! (24 reviews)
    Gurney's Montauk Resort & Seawater Spa
    Gurney’s Star Island Resort & Marina

    Gurney’s Star Island Resort & Marina

    32 Star Island Rd, Montauk, NY
    The price is $292 per night from Oct 31 to Oct 31
    4.4/5 Excellent! (19 reviews)
    Gurney’s Star Island Resort & Marina