
Places to stay near Crooked Lake
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Top-rated holiday rentals near Crooked Lake
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy cottage with pool, walking distance to lake
Cozy cottage with pool, fire-pit, and a short walk to the lake. Enjoy a relaxing stay at our home exploring the lake and local eateries, or a fun family getaway at the pool. Just a short drive to your winter fun at Jiminy Peak for skiing, or Saratoga during track Season. Minutes to the Crooked Lake House for your wedding stays. Don't forget your four legged family members, while you're snowshoeing, or swimming at the lake. With WIFI and A/C you can tele-work, while sitting pool side this summer.

A beautiful cozy house with a Burden Lake View!
This is a cozy lake house that has a sunny warm porch with couches and tables . We have a phone charging station and games for guests to enjoy . You walk into a living room with a large TV and dining room . The kitchen is small but modern with a dishwasher , coffee pot , and dishes . There is a porch attached to the back of the kitchen overlooking the beautiful lake! Please note: There is no lake access. Full basement with washer and dryer and a sitting area with games and dart board. No pets

Fall Foliage Luxury Cabin & View Autumn Adventures
Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!

A Hidden Sparrow
/\ Keeping it cozy, yet modern. Our take on hygge minimalism. A Hidden Sparrow is a classic mid-century A-frame nestled on 60+ acres for hiking and has a picturesque creek that flows in the front of the property. With fresh upgrades, tasteful aesthetic and comfy accommodations, A Hidden Sparrow is an idyllic sanctuary offering complete privacy for your next getaway. This all season escape is the perfect place to disconnect from your typical dwelling and enjoy everything nature has to offer. /\

Barn Stay at Shadowbrook Farm
Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

The Hobbit House at June Farms
Watch June Farms on Amazon Prime Video! Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Highland cows, spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Lake House in Averill Park, NY
Our lake house is on Glass Lake in Averill Park, NY. In case you want to venture off, it is close to Saratoga (race season!), the Berkshires MA, Albany NY, and Vermont. Incredibly private with spacious property. Our lake house is great for families with kids and couples, and handicap accessible. It is great for any season (leaves, skiing, fishing, swimming). Kayaks, row boat.....and the lake!! Booking guest must be at least 25 years old.

Cozy Cottage with pool and walk to lake
This is a 2 bedroom, 1 bathroom cottage located on a quiet street close to town. House is in walking distance to Reichards Lake. The home is bright with an open living space and vaulted knotty pine ceiling. Lovely eat in kitchen. Bathroom with shower/ tub combo as well as washer and dryer. Outdoor space includes a fenced in back yard, above ground swimming pool and sun deck. Patio table, gas grill and outdoor fire pit.

Modern Cottage-Perfect for Families!
Welcome to our newly renovated 4BR/2BA Dutch-inspired cottage on 1.5 private acres in a forest setting. Perfect for family/friend gatherings. Enjoy an open floor plan with a fully equipped kitchen, cozy living, and all the modern amenities you need for a relaxing visit. Located only a few minutes from downtown Albany, SUNY Albany, AMC & Albany College of Pharmacy.
Popular amenities for holiday rentals near Crooked Lake
Condo rentals with Wi-Fi

Elegant, spacious studio apt in historic mansion

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1

2BR w/ Parking + deck - Near Downtown & MVP Arena

Downtown Adams Vintage Getaway

Spacious 3 bedroom apt in Lenox historic downtown

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Jiminy Peak Country Inn - ski in/out condo MT view

LAKEFRONT: Walk to Marina, Restaurants, Near Track
Family-friendly house rentals

The old sawmill from 1771

The Vermont Farmhouse|Hiking|Dog Trails|Village

Cantabile life in the Berkshires

Greenville Getaway|Paws & Pines: Dog Park & HotTub

Waterfront Saratoga Lake home!- Pool, dock, kayak

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi

Berkshire Lakefront House with Amazing Views

Hudson River estate guest cottage
Apartment rentals with air conditioning

Modern Luxury & Victorian Charm: The Bird in Hand

Empire Plaza Apartment

Retro Pinball Arcade/Board Game AirBnB

Sunny Troy 1BR Deck Parking Wi-Fi Top Floor

Cozy 2-Bedroom Vacation Apartment

Berkshire Mountain Top Chalet

Luxury downtown apt.walk to Troy, Franklin plaza

Chic Brownstone in Historic Troy w/Furnished Deck
Other great holiday rentals near Crooked Lake

The Catskill Equestrian Cabin

Boutique TINY home+private HOT TUB-walk to Main St

Luxury Barn Retreat Near Hudson & the Berkshires

Netherwood - North Adams Guest House with Views

Cozy Modern Sugar House with spectacular views.

Berkshire’s Blue Cabin

Designer Home, Hot Tub, Private Yard, & Projector

Glass Lake Cottage
Destinations to explore
- Hunter Mountain
- Stratton Mountain
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Taconic State Park
- West Mountain Ski Resort
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Naumkeag
- MVP Arena
- Poets' Walk Park





