
Vacation rentals in Otis
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Top-rated vacation rentals in Otis
Guests agree: these stays are highly rated for location, cleanliness, and more.

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

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

Berkshires hideaway! Hikes & serenity near lake
Welcome to your light-filled home in the Berkshires. With a two-level wraparound deck & open floorplan, you can enjoy your time together, away from the world. Big spaces and cozy spots throughout. Perfect for families (with a swingset!) or getaways with friends. Otis Reservoir, MA's biggest lake, is nearby. Audubon preserve behind the house. Great, private home base for hiking, summer music/dance/theatre, trips to Kripalu or MassMOCA, skiing... or for going nowhere at all. Dogs OK! (note: fee)

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Just Be Cabin
Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

King Bed|Wi-Fi|2m Ski Resort|Studio|Berkshires
Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. * 1.5 miles to Downtown * 1.3 miles to Mahaiwe Performing Arts Center * 44 miles to Albany International Airport *4.5 miles to Great Barrington Airport KEY FEATURES: *MCM Design * Plush King Sized Bed w/ high end Centium Satin Linens *High Speed Internet *55" Youtube TV with NFL Pack

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

The Pinnacle House at Otis Ridge Ski Area!
Otis is the best town for a visit to the Berkshires. It is close to all the places you would want to visit like Jacob's Pillow, Tanglewood, Norman Rockwell Museum to start with. It is also close to hiking trails, swimming, shopping and great restaurants. This wonderful three plus bedroom home is located on the backside of Otis Ridge Ski Area. Wake up and take a walk on the ridge or just sit outside and have your morning beverage with the woods surrounding you.

Direct Lakefront Home on Otis Reservoir Giant Yard
Year round retreat directly on Otis Reservoir offering 62’ of lake frontage on MA largest and fully recreational lake. Enjoy the lake views right from our docks, Solo Stove firepit, expansive deck, main floor or bedrooms. The house sits 100 yards back from the lake leaving a large lawn for outdoor activities. Updated and renovated in 2021! Many local snowmobile trails and ski resorts too! Heated garage and 2nd driveway for larger trucks/trailer or RV's.

Idyllic family retreat - spacious lake home,
This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.

The Meadows House @ Otis Ridge w/ 7-person hot tub
Relax in a beautiful mountain setting at this 4-season ski house within walking distance of the slopes at Otis Ridge Ski Area (the best ski area south of the Vermont border). In fact, the back-yard (actually a meadow full of wildlife and flowers) used to be part of the ski area and there are still remnants of the rope-tow on the edge of the property. The long-range views off the back porch are fantastic.

GreenHouse
Relax and enjoy the Berkshires at this peaceful place to stay in the beautiful Berkshires of western Massachusetts. GreenHouse is the guest cottage for the historic Hyde House which is on the National Register of Historic Places. Located within walking distance of Lee, Ma, the house is also conveniently located near Stockbridge and Lenox.
Popular amenities for Otis vacation rentals
Other great vacation rentals in Otis

Charming Berkshire Getaway

Secluded cabin with babbling brook

Light-filled Carpenter's Cottage w/ EV charger!

Berkshires Ski Retreat • Ski, Firepit & Hot Tub

Near Ski Areas - Private Mountain Retreat -5 acres

Winter ski retreat minutes from Butternut

Blackberry Cottage

Home In Otis
When is the best time to visit Otis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $330 CAD | $347 CAD | $337 CAD | $312 CAD | $343 CAD | $365 CAD | $412 CAD | $397 CAD | $336 CAD | $347 CAD | $324 CAD | $372 CAD |
| Avg. temp | -3 °C | -1 °C | 3 °C | 10 °C | 16 °C | 20 °C | 24 °C | 23 °C | 18 °C | 12 °C | 6 °C | 0 °C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Otis?
Yes! Work meets play with ease at over 50 vacation rentals in Otis featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Otis have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Otis. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Otis have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Otis. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Otis have a kitchen?
Absolutely! We offer over 20 cabin rentals with a kitchen in Otis. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Otis?
Four-legged friends are welcome in Otis. Choose from more than 30 vacation rentals for guests traveling with pets.
What are the most popular amenities for Cottage Rentals in Otis?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Otis have free parking?
Absolutely! We offer over 50 house rentals with free parking in Otis. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Otis?
Otis has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Otis

Total vacation rentals
Explore 100 vacation rentals in Otis

Nightly prices starting at
Otis vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 5,950 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Otis vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Otis rentals

4.9 Average rating
Otis stays are highly rated by guests—averaging 4.9 out of 5!
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Butternut Ski Area and Tubing Center
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- New York State Museum
- The Egg
- Taconic State Park
- Mount Southington Ski Area
- Norman Rockwell Museum
- Opus 40
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- University of Massachusetts Amherst
- Wesleyan University
- Rensselaer Polytechnic Institute
- Millbrook Vineyards & Winery
- Hudson Chatham Winery




