House vacation rentals in Montauk

Find and book unique houses on Airbnb

Top-rated house rentals in Montauk

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 224 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Superhost

Home in Southampton

5 out of 5 average rating, 4 reviews

Charming- In village/bike2beach

Cottage escape spans 1/2 acre; blocks from town & bike ride to Coopers. Gourmet kitchen, livingroom/fireplace, queen-size bedroom downstairs, with laundry and bath. Upstairs: master and guest bedrooms. Outdoors, lush gardens, pool, pergola, cabana, which offer an enchanting sanctuary for relaxation & alfresco living. Whether strolling among fragrant blooms, lounging by the pool, or enjoying outdoor bbq. Timeless charm & contemporary luxury! Month rental -Only avail for aug. + Security deposit

Guest favorite

Home in North Fork

5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby farms & wineries. Bedrooms include luxury linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Guest favorite

Home in Hampton Bays

4.92 out of 5 average rating, 118 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

Guest favorite

Home in Montauk

4.9 out of 5 average rating, 41 reviews

Montauk 4+BR HotTub, Chefs Kitchen, Fireplace, Gym

Montauk Perfection: PM for weekly rates. Located close to everything, yet completely private. 4 bedrooms - 1 king + 3 queens. 3.5 baths, including one with jacuzzi tub. Professional Chefs Kitchen Eat in dining room for 8. Large, informal living room Spacious deck w lounge seating and hot tub. Media room w 85” tv and 6000 movies. Gym with bike, rower, bench, dumbbells. Huge front and rear yard. Private dead end street. One mile to town or ditch beaches.

Guest favorite

Home in North Fork

4.93 out of 5 average rating, 102 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Superhost

Home in Westhampton Beach

5 out of 5 average rating, 4 reviews

Summer Main Home plus cottage close to Main Street

Come relax and enjoy! Beautifully updated Main home with separate cottage. Perfect for in-laws and guests. Each home has its own kitchen, living space, washer/dryer, and outdoor seating. Main house: 4 Br, 3 ba Cottage: 2 Br, 1 ba Outdoor shower for an after beach rinse, 2 patios, pergola, hammock, bbq. A two person kayak available for use; beach passes included. Games, internet, tv... Walk to coffee shops, restaurants, worship, and marina. Bike to beach.

Guest favorite

Home in Montauk

4.84 out of 5 average rating, 51 reviews

Stunning Serene and Secluded Ocean Retreat!

Idyllic fall getaway home with a gorgeous large stone fireplace and an outdoor fire pit. Open weekends and great rates through November! Our house is less than a mile from town and Ditch Plains and just blocks away from Montauk Downs golf course! You’ll love the location, the privacy, the open space, the light, and the incredible wrap- around deck and yard! The spacious 2 floor lay out offers multiple gathering and lounge areas for optimal relaxation.

Superhost

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

Hay Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Monday-Thursday stays February through June no cleaning fees!!!

Guest favorite

Home in Southampton

4.94 out of 5 average rating, 270 reviews

Southampton Village Classic

Beautiful Southampton Village property, walk to shops, restaurants, train & jitney, no car needed! Main house includes 4 bedrooms, 3 beautiful baths, high-end kitchen and plenty of old-world charm, accommodating 8. Large deck for lounging, a seasonal heated pool and beach nearby. Quintessential Hamptons experience. Bonus cottage included, accommodating 3 more, bringing the total to 11.

Guest favorite

Home in North Fork

4.98 out of 5 average rating, 169 reviews

Greenport Village walking distance to all

Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.

Guest favorite

Home in Hampton Bays

5 out of 5 average rating, 25 reviews

Convenient 2 Bedroom Hampton’s Getaway

Your family will be close to everything when you stay at this centrally-located beach house . Close to beaches, restaurants and shopping. Biking and walking distance to Town and Ocean. You can also take advantage of our close proximity to the North Fork and the wineries. Montauk is about 35 miles east.