House holiday rentals in Lake Montauk

Find and book unique houses on Airbnb

Top-rated house rentals in Lake Montauk

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

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Guest favourite

Home in Southold

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, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic 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 favourite

Home in East Hampton

4.95 out of 5 average rating, 226 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 full baths on a very private, 2+acre wooded 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.

Guest favourite

Home in Greenport

4.98 out of 5 average rating, 99 reviews

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

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 favourite

Home in Stonington

4.98 out of 5 average rating, 161 reviews

Historic charm & modern luxury in downtown Mystic

We are long-time AirBNB guests who have tried to create the home we are always looking to book -- family friendly with modern amenities. Open floor plan on the main level, new heat and air con throughout the house, three bedrooms and family bathroom on the second floor. Art supplies, toys and children's books all ready for you as well as a pack n play and booster seat. Backyard oasis with pergola, walking distance to drawbridge. Pets considered on a case by case basis.

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 favourite

Home in Montauk

4.99 out of 5 average rating, 100 reviews

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

Guest favourite

Home in Groton

4.85 out of 5 average rating, 13 reviews

The Blair Durgin House in Mystic

The Blair Durgin House c 1899 , luxury apartments in newly renovated home. This location in Willow Point with water views and it’s less than a mile to downtown Mystic. You can enjoy the entire house, first floor apt has 3 bedrooms and 1 bath with full kitchen. Second floor apt has 3 bedrooms 2.5 bathrooms full kitchen. The entire house is available for family reunions or large groups of family and friends. Pick your dates you will not be disappointed .

Guest favourite

Home in New London

4.95 out of 5 average rating, 132 reviews

House in NL near CGA, Sub Base, Mohegan Casino

House is located in New London CT. Off I95 near Coast Guard Academy 3 mins, Connecticut College 4 mins, Mitchell 11 mins, Navy Base 9 mins,Yale L&M Hospital 10 mins, Branford House Avery Point 15 mins, Ocean Beach 16 mins, Millstone 19 mins, Mohegan 16 mins, Foxwoods 24 mins, Electric Boat 9 mins. Enjoy private house with full kitchen, and dining room for family get together. 15%Discount weekly stay. 30% on monthly stay

Superhost

Home in Charlestown

4.79 out of 5 average rating, 28 reviews

The Getaway Beach House - Charlestown, RI

*DOG-FRIENDLY* Beautiful, spacious house, recently renovated home. Just 7 minutes from Charlestown Town Beach and the Charlestown Breachway, perfect for families or a group of friends that want to enjoy the beach and come back to a house to spread out and relax! The house offers a yard, outdoor grill, patio furniture, indoor bar area, and a fully equipped kitchen. **You must be 25+ to rent this property**

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. Cleaning fees for winter stays are 0$.

Superhost

Home in East Hampton

4.92 out of 5 average rating, 13 reviews

Awesome Casa: Getaway!

Rental Registration # 19-17: This chic and renovated home is located on a flag lot within a short distance to Main and Georgica Beach, Red Horse Market and East Hampton Town. The house has an open floor plan and the living/dining room has double-height ceilings, and the entire wall facing the pool has French doors, providing the feeling that you are always outside.