Vacation rentals in Bennington

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Top-rated vacation rentals in Bennington

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

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Superhost

Cabin in Lake George

4.85 out of 5 average rating, 118 reviews

Spacious Lake George Lodge -Near West & Gore Mnt

SignatureRetreatsNY.com Book your Signature Retreat today and enjoy this Lake George Log Mansion Lodge. This Spacious 2836 sqr ft retreat, w/ 4 bedrooms, 7 beds and 3 full bathrooms is located at the foothills of French Mount. It has the Best of both worlds-an Amazing Adirondack Custom Log Cabin and Update Modern Amenities with Cozy Home Comforts. Located centrally to Lake George, the MillionDollar Beach, the Adirondacks, Glen Lake, West Mountain, Gore Mountain, Six Flags & Saratoga Springs.

Guest favourite

Home in Lake Luzerne

4.98 out of 5 average rating, 126 reviews

River Cottage

Beautiful cottage in the Adirondack Mountains situated on over an acre of waterfront property with River access. Enjoy swimming, Kayaking and fishing on the Hudson River, all right from the backyard of the house. It has a great deck which overlooks the river with perfect views for enjoying sunset cocktails… Yard also has two fire-pits for night time fun and laughs. Cabin is close to skiing, snowmobiling trails. Perfect for a family getaway to make awesome memories. STAY, SPLASH, SMORES!!!!!

Guest favourite

Home in Bolton

4.87 out of 5 average rating, 23 reviews

The Bumble Bear Inn, Bolton Ldg

Welcome to a uniquely Adirondack and freshly updated playground for family and friends! From the cozy fireplace to an inviting dining sunroom, to the pool table room and bar, the stage is set for great gatherings. With hot tub, fire-pit & woodland pathway, the private backyard boasts outdoor kitchen, fit for a professional chef & team of prep cooks! Alfresco is at its best with grill, smoker, fridge, wet bar, stadium seating. Bumble your bear family in and make this enchanting experience yours!

Guest favourite

Home in Old Chatham

4.95 out of 5 average rating, 20 reviews

Post and Beam Hilltop Sanctuary

Enjoy the quiet countryside/mountain views from this breathtaking private hilltop getaway. Step into our stunning vaulted Post & Beam home with central fireplace, cozy loft and spacious open floor plan that features a full wall of windows/doors to the back wrap around deck that allows for an incredible indoor/outdoor living experience with friends and family. Take advantage of our fully stocked chefs kitchen, comfy beds complete with fresh linens/towels and each bedroom has its own full bath.

Guest favourite

Home in Hadley

5 out of 5 average rating, 45 reviews

The Summit on The Sacandaga is sure to Satisfy.

We are excited to share our Gem with YOU! If you are looking for a Lake House on a private Mountain Top, we’ve got you covered! Our Chalet has been COMPLETELY remodeled & freshly furnished in 2022! This place is oozing vacation vibes! We too love travel & adventure, so we are pretty sure we know what you need! Morning coffee on the deck overlooking 285’ of private beach or cocktails on the dock or fireside. Bring your boat or enjoy our paddle boat, kayaks, canoe & hammocks... Be our guest!

Guest favourite

Home in Poultney

4.86 out of 5 average rating, 7 reviews

Snowberry Farm Home Sweet Home

This memorable place is anything but ordinary. Hike the hayfields on the mowed paths! Fish in the Pond and enjoy the peace and quiet of this comfortable and spacious home. Star gazing is on the menu too! One mile to rail trail for bike enthusiasts. This house is very welcoming & well equipped for entertaining family & friends. Room for everyone & extra space for quiet reading & conversation. Cider house, craft breweries, dining options& golf all nearby. Escape Florida or Arizona summer heat!

Guest favourite

Cabin in Lake George

5 out of 5 average rating, 38 reviews

Great location. Walk to Village attractions/beach!

Our stylish Adirondack log cabin is the perfect location for your Lake George four season getaway. Steps away from Million Dollar Beach, restaurants and the Village. Easy access to snowmobile trails and thirty-five minutes to Gore Mountain for skiing. Close to Adirondack High Peaks and local hiking trails. Smart TVs in each bedroom, living room and den. Two Vermont cast iron gas stoves. Fire pit, outdoor seating and garage to park your car or store your winter toys. Filtered lake views.

Guest favourite

Guest suite in Lake George

4.94 out of 5 average rating, 72 reviews

Lake George Perfect Location

Lake George premier location with your own entrance and parking spot for this newly renovated VERY clean Bedroom, Amenity Stocked Kitchen and Bathroom and washer and dryer. Easy lake access that is just steps from our back deck to private access to the lake for you to sunbath, swim or launch our included kayaks. Perfectly located for all seasonal activities. Walk to three local favorite restaurants. Just a few minute drive to Lake George Village.

Superhost

Cottage in Lake George

4.75 out of 5 average rating, 84 reviews

Renovated Cottage in Lake George

Enjoy this cozy cottage in Adirondack style with mountain view right in front! Completely remodeled in 2018, cottage is on US route 9 just a mile straight away from Lake George village! Perfect for remote work with 200mbps internet. Town has activities like boat rentals, ferry, lunch/dinner at restaurants by the lake! For kids there's arcade, mini golf, go karts, laser tag and more just 10-15mins away! 30mins drive to skiing mountains in winter.

Superhost

Home in Bolton

4.77 out of 5 average rating, 13 reviews

Evergreen hideaway

LOCATION!! LOCATION!! Evergreen hideaway is the perfect vacation space with everything you want to do on vacation in just a few short steps down the road. Across the street is a public beach with weekly concerts, movie screenings and craft fairs. This newly updated space has flatscreens in every room with streaming capabilities, BBQ on the deck after a day on the lake. Washer &dryer added for you convenience. 8 restaurants in walking distance!

Guest favourite

Home in Queensbury

4.91 out of 5 average rating, 173 reviews

Lake George/ Adirondacks/Saratoga retreat

**Please also read "other things to note" before booking our home. Thank you!* Our single-level home is in a safe, residential neighborhood. We are centrally located off of I-87 and are within walking distance to many stores, shopping malls, diners and restaurants. We are about a 10 minute drive to Lake George. There is ample parking for 2 -3 vehicles as well as Wifi and smart TVs. The private backyard is my favorite space!

Guest favourite

Home in Cavendish

5 out of 5 average rating, 17 reviews

Charming 3BR 1Bth New England Cape- Experience VT!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!