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 $139 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.

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Guest favourite
Cottage in East Otis
4.98 out of 5 average rating, 44 reviews

The lake house

Welcome to the relaxing Lake House in Otis MA. This 3 Bedroom 1 bath retreat is perfect for families in search of peace and tranquillity. Staying at the Lake House gives you access to the Otis reservoir, as well as a working fireplace and backyard fire pit. We can’t wait to have you stay at our beautiful lakeside property. Access to the Otis reservoir is available through a members-only private beach. -Pet Friendly -Self Check In -Parking for 2 vehicles -5 minutes walking from Otis Reservoir

Top Guest favourite
A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.
Chalet in Otis
4.95 out of 5 average rating, 477 reviews

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

Top Guest favourite
Home in Otis
5 out of 5 average rating, 20 reviews

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!

Guest favourite
An open living area features a soft beige sofa adorned with cushions and a throw blanket. A distinctive hanging chair adds a relaxed vibe. Natural light floods in through a large window, while greenery from potted plants enhances the inviting space filled with rustic wooden elements.
Treehouse in Tyringham
4.99 out of 5 average rating, 343 reviews

Gingerbread House Tower in the Berkshire Hills

Escape to this off-beat retreat for a magical stay. Part of Tyringham’s Gingerbread House located on the Santarella Estate in the Berkshires, Western Mass. This one-of-a-kind loft with tower bedchamber offers guests a fairytale experience. The open concept living space filled with plants brings the outdoors inside and offers ample room to relax. Guests can spend the day exploring numerous nearby towns, lakes, skiing, hiking trails, and various performing arts performances the Berkshires offers

Top Guest favourite
Home in Lee
4.99 out of 5 average rating, 311 reviews

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.

Top Guest favourite
A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.
Apartment in Otis
4.96 out of 5 average rating, 128 reviews

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.

Guest favourite
Tiny home in New Marlborough
4.94 out of 5 average rating, 182 reviews

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.

Top Guest favourite
Cottage in Otis
5 out of 5 average rating, 29 reviews

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.

Guest favourite
Home in Monterey
4.91 out of 5 average rating, 158 reviews

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.

Top Guest favourite
The front of the house is framed by lush greenery and a vibrant red maple tree. A welcoming red staircase leads to the entrance, while large windows allow natural light to illuminate the interior. The roof is partially covered with clouds, enhancing the outdoor serenity.
Home in Otis
4.92 out of 5 average rating, 175 reviews

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.

Top Guest favourite
An open-concept living area features a comfortable sectional sofa, wooden coffee table, and bright skylights allowing natural light to fill the space. A modern kitchen with a large island and bar seating complements the airy atmosphere, providing a seamless flow to the dining area and views outside.
Home in Otis
4.96 out of 5 average rating, 133 reviews

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.

Top Guest favourite
The tranquil lake reflects a soft sunrise, showcasing a palette of warm hues and gentle ripples. A dock and small boats are visible on the water, framed by the serene landscape of trees along the shore.
Home in Otis
4.95 out of 5 average rating, 175 reviews

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

When is the best time to visit Otis?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$520 NZD$468 NZD$433 NZD$390 NZD$428 NZD$456 NZD$514 NZD$495 NZD$419 NZD$435 NZD$447 NZD$478 NZD
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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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