Beachfront holiday rentals in The Berkshires

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in The Berkshires

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

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Guest favourite

Home in Catskill

4.96 out of 5 average rating, 136 reviews

HEAVEN ON EARTH - Hudson Riverfront Home

Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access. We provide kayaks, SUP & complimentary tours of the Hudson by boat! Enjoy your private sauna & steam shower indoors and hot tub on lower deck - all for your exclusive use. Fish right off the property. Enjoy dinner in the Gazebo suspended over the Hudson. The area serves up plenty-Saugerties, Woodstock, Hudson, Hunter, Catskill. Honestly you'll not want to leave.

Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 271 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Guest favourite

Home in Becket

4.93 out of 5 average rating, 118 reviews

Lake front retreat - Stylish Berkshire home

Drive down a lovely country wooded road to this renovated 4 bedroom mid century home on Long Bow Lake. The house has wood floors throughout & hip design. Gas fireplace in the dining room. This will be a home for the family to enjoy. We have our own private lake frontage that includes a dock & 4 kayaks. Enjoy the screened in porch, Weber gas grill, ping pong table & games. The area is quiet & peaceful only 20 minutes from Downtown Lee, Outlets, fabulous hikes & minutes from skiing Otis Ridge.

Guest favourite

Home in Vernon

4.99 out of 5 average rating, 115 reviews

Luxe Bolton Lake!

Private lakefront retreat. Relax and savor the tranquil vistas of picturesque Middle Bolton Lake while enjoying stylish comfort in our 2000+ sq. ft. 3 bedroom/3 bathroom architecturally-designed home. Amenities include expansive waterfront, outdoor jacuzzi, gorgeous master bedroom suite w/ private en suite bath, boutique toiletries, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, wifi, large deck, fire pit, kayaks, vintage canoe and much more. Come make lasting memories.

Superhost

Home in Rhinebeck

4.83 out of 5 average rating, 239 reviews

Private Lakefront Bungalow

Outside Rhinebeck, renovated sunny 2 bedroom bungalow on Silver Lake. Private lakefront sandy beach, dock, canoe, kayak, paddle board + outdoor fire pit. Great fishing + swimming. Smart TV, projector w apple tv with woodstove. Newly remodeled eatin kitchen. The house includes to private 2 queen bedrooms and additional sleeping loft with a full bed. Large master bedroom with vaulted ceilings, private bath, and french doors leading out to deck with lake view. Additional outhouse workspace.

Guest favourite

Cottage in Hinsdale

4.99 out of 5 average rating, 141 reviews

Cozy Cottage in the Berkshires

Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.

Guest favourite

Home in Lake luzerne

4.96 out of 5 average rating, 384 reviews

Waterfront- Lake Luzerne, Lake George, Saratoga

Waterfront home with private dock on the Hudson river. Great for outdoor activities such as kayaking, fishing, swimming, tubing, boating or just relaxing. Lake George and Saratoga are both very close by. Our home is sure to impress with plenty of room. Rain or shine you can enjoy the waterfront on either of the enclosed porches. Enjoy the sunrise while never leaving your master suite. Beautiful indoor fireplace to warm up to on a chilly day. We have two kayaks you are welcome to enjoy.

Guest favourite

Cottage in Becket

4.95 out of 5 average rating, 132 reviews

Cozy lakeside cottage

Two-bedroom cottage on the lake with a dock nestled in the woodsy Sherwood Forest Community. Relax with the whole family at our quiet and peaceful oasis. You can swim, fish, kayak, and canoe in the water right from our private beach. Great place for a lakeside campfire at night. Our dock is perfectly situated for practicing yoga, meditation or quiet contemplation. Please note that accessing the house as well as getting down to the dock requires climbing stairs.

Guest favourite

Cabin in Sherman

4.97 out of 5 average rating, 312 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, SUP, two inflatable two person kayaks, and two wooden boats are available for use.

Guest favourite

Flat in Rosendale

4.96 out of 5 average rating, 201 reviews

Rosendale Trestle View

Enjoy views from your upstairs oasis: 1 bedroom, office, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.

Guest favourite

Guest house in Mahopac

4.95 out of 5 average rating, 114 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Guest favourite

Tiny home in Orange

4.93 out of 5 average rating, 302 reviews

The Photographer's Hut: A Sweetwater Stay

The Photographer's Hut is the twin to the Writers Retreat. Fitted with two porches, space for four guests, and decorated with photography memorabilia and antique cameras. A beautiful spot ideal for daydreaming and looking out onto the serenity of the pond. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.