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Cabin vacation rentals in Highland Lake

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Top-rated cabin rentals in Highland Lake

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Cabin in Copake Lake

4.93 out of 5 average rating, 210 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Autumn is here! And so is the opportunity to stay at an cozy, secluded property near the lake, hiking, and outdoor activities! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day of fun, relax in your very own hot tub, swing in the hammock, or cozy up on the couch with some lemonade. Your oasis awaits!

Cabin in Bloomfield

4.97 out of 5 average rating, 112 reviews

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary

Welcome to Otter Falls Inn! Nestled in the trees directly above the brook and hidden off the main road sits our cozy, vintage eco cottage. Just 8 minutes from all major conveniences, our property is a hidden oasis- an urban nature sanctuary where we are restoring native habitat and the waterway. We lovingly restored and updated the cottage to offer a unique, relaxing, romantic getaway where guests can slow down and enjoy connecting to each other and nature in this stylish, eco conscious home.

Cabin in Ghent

4.99 out of 5 average rating, 230 reviews

Cozy chalet w/ fireplace near Hudson & skiing

5-beds, 3-bedroom, 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features an open floor plan, luxury bathrooms, new, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. The home is surrounded by nature—trees, trails, streams, and farms—all close by. Hike, bike, kayak, or go to a brewery. Discover the nearby Hudson Valley farms, ski in the Berkshires, or visit the trendy town of Hudson, NY.

Cabin in East Haddam

4.89 out of 5 average rating, 628 reviews

Postcard Cabins Machimoodus - NYC/Boston

An easy drive from the city, Postcard Cabins, formerly Getaway, is the ultimate way to experience the great outdoors. Nestled across acres of private woodlands, our tiny cabins have everything you need (AC/Heat, en-suite bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you disconnect from the everyday. As part of your stay, you'll receive a complimentary allocation of provisions, like s’mores, coffee and more.*

Cabin in Stockbridge

4.87 out of 5 average rating, 206 reviews

Hip Stockbridge Cabin - A stroll to the lake

Hello hip, glamping cabin! The decor is chic & bohemian cool! Enjoy the large yard & sunny deck. Fieldstone fireplace w/ vaulted ceilings & skylights. Cottage has beautiful pine throughout w/ fabulous interior design picks. Enjoy the sweet reading nook, master bedroom w/ skylights or put on a favorite record. Kids will love the cozy sleeping loft. A 8-10 minute walk or 2 minute drive to lake public beach (The lovely Stockbridge Bowl) Outdoor shower. BBQ grill, great outdoor space to play.

Cabin in New Milford

4.95 out of 5 average rating, 175 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Cabin in Pine Plains

4.98 out of 5 average rating, 199 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Cabin in New Milford

4.95 out of 5 average rating, 138 reviews

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood fired hot tub while listening to the sounds of the water. We are minutes from Candlewood Lake & Squantz Pond, where you take take our kayaks out. There are many wineries, breweries, towns to explore, antique shops, ski mountains, and beautiful hiking trails. Here you can simply open the windows to listen to natures sound machine! Find us on IG @thelittlecabins

Cabin in Monterey

4.95 out of 5 average rating, 268 reviews

Amazing Berkshire Mountains Cabin

Our incredible 4 bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the ultimate Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

Cabin in Sherman

4.97 out of 5 average rating, 347 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.

Cabin in Ancram

5 out of 5 average rating, 127 reviews

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

Cabin in Chatham

4.97 out of 5 average rating, 118 reviews

The Upstate Cabin: A secluded getaway in the woods

Cozy cabin tucked away in the woods, 2.5 hours north of NYC and 2.5 hours west of Boston - where the Catskills meet the Berkshires. There's hiking in the summer, skiing in the winter, and total peace & quiet year-round. This entire cabin has been hand-lovingly restored and we can't wait to share the space with you. Follow us on Insta at @theupstatecabin to follow our upstate adventures and cabin transformation.

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Popular amenities for Highland Lake cabin rentals

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

Cabin in Becket

5 out of 5 average rating, 265 reviews

Waldtreff - quiet grand cabin

Cabin in Norfolk

4.99 out of 5 average rating, 83 reviews

The Red Cabin-Secluded Getaway with Backyard Brook

Cabin in Egremont

4.97 out of 5 average rating, 70 reviews

Cozy cabin near Catamount&Butternut w workout rm

Cabin in Tolland

4.4 out of 5 average rating, 20 reviews

Tolland Cabin w/ Private Hot Tub & Grill!

Cabin in Hudson

4.95 out of 5 average rating, 62 reviews

Cozy Grove Luxury Cabin

Cabin in New Fairfield

4.97 out of 5 average rating, 291 reviews

The Little Lake Cabin— hot tub, fire pit, & kayaks

Cabin in New Milford

5 out of 5 average rating, 69 reviews

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

Pet-friendly cabin rentals

Cabin in Millerton

5 out of 5 average rating, 22 reviews

Luxe Cabin Oasis: 40 acres with stream-ideal for 2

Cabin in Cornwall

5 out of 5 average rating, 32 reviews

Beautiful Cabin in Cornwall CT.

Cabin in Elizaville

4.99 out of 5 average rating, 116 reviews

Sugar Mountain Cabin, 15 min to Hudson

Cabin in Wassaic

4.94 out of 5 average rating, 54 reviews

Cozy Hudson Valley House

Cabin in Millbrook

4.89 out of 5 average rating, 143 reviews

Leonardo cabin

Cabin in Colebrook

4.93 out of 5 average rating, 86 reviews

Cozy rustic cabin with beach on pond with 7 acres!

Cabin in Kent

4.94 out of 5 average rating, 51 reviews

A Mountaintop Log Cabin with Cathedral Ceilings

Cabin in Hillsdale

4.8 out of 5 average rating, 314 reviews

Rustic, peaceful and affordable cabin

Private cabin rentals

Cabin in New Milford

4.94 out of 5 average rating, 67 reviews

Private Hilltop Cabin at Houndcliffe

Cabin in Copake Falls

5 out of 5 average rating, 14 reviews

Modern & Luxurious Family Friendly Log Cabin

Cabin in Hillsdale

4.98 out of 5 average rating, 42 reviews

Modern hilltop chalet-style cabin @ Copake Lake

Cabin in Washington

4.91 out of 5 average rating, 23 reviews

The perfect getaway cabin

Cabin in Austerlitz

4.97 out of 5 average rating, 67 reviews

The Pinetop Cabin • Near Berkshires + Tanglewood

Cabin in Bethlehem

4.93 out of 5 average rating, 27 reviews

Swim, fish, kayak & RELAX!

Cabin in Great Barrington

4.9 out of 5 average rating, 31 reviews

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Cabin in Carmel Hamlet

4.95 out of 5 average rating, 44 reviews

Cozy Log Cabin Getaway

Destinations to explore