
Holiday houses in Otis
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Quick stats about holiday rentals in Otis

Total holiday rentals
Explore 90 holiday rentals in Otis

Nightly prices starting at
Otis holiday rentals start at $138 NZD per night before taxes and fees

Verified guest reviews
Over 6,160 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Otis holiday rentals include Wi-Fi 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!
Top-rated holiday rentals in Otis
Guests agree: these stays are highly rated for location, cleanliness and more.

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

THE Lake House - Stunning sunrise, Otis Reservoir!
Welcome to Snow Water Lodge, your idyllic lakefront home and R&R destination on the pristine shores of Otis Reservoir, the Berkshires’ best-kept secret. Spring/ Summer is for swimming, boating, hiking, shopping and dining at the best restaurants in the Berkshires. Accommodating up to 11 guests, our home is perfect for family fun, gathering with friends, or a couples retreat. We're excited for you to stay at our updated home and start your day off with breathtaking sunrises over Otis Reservoir!

Stylish Shales Brook Cottage-Cozy up to happiness
Bright & inviting! Welcome to our charming cottage, a stylish 2-bedroom, 2-bath retreat by Shales Brook. Relax on cool evenings beside the vintage Malm wood-burning stove. Enjoy modern comforts with central air, a screened-in porch, and a deck overlooking the tranquil waters of Shales Brook. The soothing sounds of the brook enhance your stay.. Located near fabulous Berkshire attractions, fantastic hikes, 15 minutes to the town of Lee, minutes to Jacob‘s pillow and 20 minutes to Tanglewood,!

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.

Berkshire Treehouse Retreat
Escape, unwind and recharge in this double treehouse. A live tree runs through the interior connecting you directly with nature while in the comfort of home. Built with refurbished, materials and hand curated with care and love. Feel like you’re in the middle of nowhere, yet it’s only minutes to the town of Great Barrington for shopping dining or just a walk around town. Use these dreamy separate spaces for sleeping, writing or drawing in peace. LGBTQ+ owned and operated.

Enjoy every season the Berkshires have to offer.
Come enjoy the Berkshires any season you choose. We are close to local ski areas, with have access to snow shoeing, ice fishing and many more winter activities. Also located within minutes of the many cultural attractions the Berkshires have to offer, Jacob's Pillow, Shakespeare & Company, and Tanglewood. Enjoy the beautiful fall foliage on our small private pond. You can bring your kayak or canoe to enjoy the wildlife that abounds or catch & release in our pond.

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.

Lake Escape: Lakefront Cottage in the Berkshires
5 North Lake is a seasonal cottage situated yards from the shore. The property has panoramic views of the largest recreational body of water in Massachusetts: Otis Reservoir. Great for kayaking, fishing, swimming, boating or just relaxing and watching the sunset from the dock or deck. **Our calendar leaves a day open after each rental for cleaning. If your ideal check-in/out date isn’t available, message us and we’ll do our best to see if we can accommodate you.

4 Acres | Rustic-Modern Berkshires Retreat
Four private acres. Vaulted ceilings. A wood-burning stove and a deck in the trees. This rustic-modern retreat was designed as a genuine escape — the kind of place where you actually slow down. Ski Otis Ridge or Butternut in winter, chase peak foliage in fall, walk to Bob’s Way trails in spring, swim at Lake Garfield in summer. Tanglewood and Great Barrington both within 30 minutes. Perfect for families, remote workers, and anyone who needs a real weekend off.

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.
Popular amenities for Otis holiday rentals
Other great holiday rentals in Otis

Private Mountain Retreat - Near lakes/Tanglewood

Berkshires Waterfront Escape w/ Hot Tub & Kayaks

The lake house

Modern Berkshires Cottage w/ AC and Gas Fireplace

Berkshires Black Abbey

Home In Otis

Berkshire Lakefront Lighthouse Getaway

Berkshires Chalet Natural Setting Deck & Fire Pit!
When is the best time to visit Otis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $516 NZD | $464 NZD | $430 NZD | $387 NZD | $425 NZD | $452 NZD | $511 NZD | $492 NZD | $416 NZD | $432 NZD | $444 NZD | $475 NZD |
| 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 family-friendly vacation rentals in Otis?
Otis has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Otis?
Experience the best of Otis with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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 cabin rentals in Otis have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Otis. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Otis have a kitchen?
Absolutely! We offer over 50 house rentals with a kitchen 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 cottage rentals in Otis have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in Otis. Enjoy a tailored experience with all the comforts you desire.
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- House rentals Otis
- Rentals with a fire pit Otis
- Rentals with a fireplace Otis
- Rentals with beach access Otis
- Rentals with a washing machine and dryer Otis
- Pet-friendly rentals Otis
- Rentals with outdoor seating Otis
- Rentals with a kayak Otis
- Cabin rentals Otis
- Rentals with a patio Otis
- Family-friendly rentals Otis
- Rentals with lake access Otis
- Waterfront rentals Otis
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- June Farms
- Taconic State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Ski Sundown
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Naumkeag
- Wesleyan University
- Norman Rockwell Museum
- University of Massachusetts Amherst
- MVP Arena
- Mount Southington Ski Area
- New York State Museum
- Smith College
- Poets' Walk Park





