
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.

Boutique TINY home+private HOT TUB-walk to Main St
Sept. SPECIAL(Mon-Thurs): Includes Prosecco, s’mores kit, firepit supplies. Blush is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries, great dining. @artparkhomes

Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

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

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. /\

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!

The Lodge at June Farms
See more of us on Prime Video's tv show, June Farms... streaming now! This cabin is a stunning, rustic, open-floor-plan retreat. The screened-in front porch looks down onto our horse pasture. This cabin is our most romantic cabin on the property. Our gigantic rain shower in the bathroom has an 8'x5' wall mirror and a French door that opens out to the forest. If you are a cook, this cabin is a chef's dream. You might also like our stunning new cabin called The Farmhouse.

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.

Cozy Retreat in the Trees
Time travel to 1958 in this architectural gem! This mid-century modern glass and wood cabin is 300 yards away from a charming small lake. The house is NOT on the lake itself, but it is surrounded by trees in a lovely secluded spot. The only heat is a wood stove... but there is a 4-person cedar barrel sauna in the woods that is electric. A classic 1952 Spartanette travel trailer serves as an extra bedroom. This is a true retreat for romance and adventure.

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.

The Catskill Equestrian Cabin
Decompress in this beautiful, calm, serene new cabin build nestled in the mountains on a peaceful, private five acre lot, bordering an equestrian center. Walk less than two minutes to see the horses during your stay. The cabin is less than 15 minutes to Windham mountain for winter skiing and under 20 minutes to the popular town of Catskill. This cabin has all the amenities you need for a wonderful stay. We hope to host you soon!

Berkshire’s Blue Cabin
Blue Cabin is a cozy, design-forward retreat between the Capital Region and the Berkshires. Enjoy vaulted wood ceilings, a forest-green kitchen, and a spa-style bath. Outside, unwind in the covered lounge with U-shaped sectional, charcoal grill, and TV—or explore the backyard, where a creek runs through and a seasonal flower garden blooms. Peaceful, private, and perfectly located for both rest and adventure.
Popular amenities for holiday rentals near Crooked Lake
Condo rentals with Wi-Fi

Elegant, spacious studio apt in historic mansion

LAKEFRONT: Walk to Marina, Restaurants, Near Track

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

Downtown Adams Vintage Getaway

Heart of Lenox!! - Renovated downtown apartment

Spacious 3 bedroom apt in Lenox historic downtown

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

The Dove: A Peaceful Large Studio Private Bathroom
Family-friendly house rentals

Berkshire Mountain retreat with Urban eco-luxuries

The old sawmill from 1771

Greenville Getaway|Paws & Pines: Dog Park & HotTub

Modern Barn on 12 acres w Sauna, FirePit+swimming

Cantabile life in the Berkshires

Chic Hudson Farmhouse w/ Fireplace & Porch

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi

Contemporary, Warm & Cozy Home mins to Saratoga
Apartment rentals with air conditioning

The Beer Diviner Brewery Apartment

Marie's Place

Hudson River Beach House

Washington Parkside 1 Bedroom In 1800s Brownstone!

The MoCA-Cabana: 2 bd + Sauna

Close to MVP/Airport/SUNY; 45m-1Hr: Saratoga, LG!

Catskill Village House - Mountain View Studio

Troy-Timeless Rensselaer Victorian
Other great holiday rentals near Crooked Lake

Tiny Home A-Frame with Hot Tub & Creek

Rustic Cabin | Barrel Sauna | Private Pond

Schoolhouse Spa Retreat on a Vermont Farm

A Bedroom in the woods with lovely views!

Pond Side R & R

Creekside Couple's Retreat w/Hot tub, Sauna & More

Dog Friendly Farm

Barn Stay at Shadowbrook Farm
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
- Howe Caverns
- Butternut Ski Area and Tubing Center
- 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
- MVP Arena
- Naumkeag
- Poets' Walk Park





