Holiday rentals 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 $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Otis holiday 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!

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
4.97 out of 5 average rating, 39 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
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 138 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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, 469 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
A bright, open living area features large glass sliding doors that overlook the lake. A dining table surrounds by chairs is set in the foreground, with a comfortable seating area visible to the right. Bookshelves and a decorative rug add warmth to the space.
Cottage in Otis
4.98 out of 5 average rating, 83 reviews

Berkshire lakefront cabin with modern luxuries

Be one of the first to rent this newly renovated, 3 bedroom, 2 bath, lake front cabin with hot tub and modern amenities on Massachusetts' largest recreational lake. Enjoy sunset views from the tricked-out, oversized deck that offers dining, grill and fire table. A state forest is your neighbor, offering miles of trails, hiking and waterfalls. Use our kayaks, swim from one of 2 docks, or bring your own boat/jet ski. 25 minutes from all major Berkshire attractions, this is lake life at its finest.

Guest favourite
A view from a framed window reveals a cozy living space featuring a vintage wood-burning stove. A green sectional sofa provides seating, complemented by a light wood coffee table. Natural light fills the room, highlighting the open layout connecting to the kitchen area.
Cottage in Becket
4.91 out of 5 average rating, 133 reviews

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,!

Guest favourite
Cabin in Otis
5 out of 5 average rating, 6 reviews

Berkshires Cedar Cabin/4 acres woods/Private Idyll

Escape to our cedar cabin, tucked down a long wooded driveway on four private acres in the Berkshires. Wake to birdsong, take in forest views from every room, and relax in the light-filled sunroom. Inside: a well-stocked kitchen, cozy furnishings, electric fireplace, three bedrooms, two baths, and AC on both floors. Close to Otis Reservoir, hiking, skiing, organic farms, Jacob’s Pillow & Tanglewood. A calm, comfortable escape to nature — close to everything, yet wonderfully removed.

Top guest favourite
Home in Lee
4.99 out of 5 average rating, 307 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.
Flat in Otis
4.96 out of 5 average rating, 124 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
The lighthouse rental is framed by lush greenery, featuring a multi-level design. A deck extends from the structure, providing direct access to the outdoor area. Views of the serene lake are visible in the background, offering a natural and calming setting.
Home in Otis
4.92 out of 5 average rating, 74 reviews

Berkshire Lakefront Lighthouse Getaway

Escape to your own slice of paradise in our 450 Sq. Ft breathtaking Lighthouse rental on East Otis reservoir! This stunning property boasts a multi-level 800 square foot deck with jaw-dropping views of the shimmering Lake below making it the perfect place to unwind and soak up the natural beauty of Massachusetts. For water enthusiasts, the lighthouse rental also includes a 500 ft shared dock, providing easy access to the lake for swimming, fishing, kayaking and more.

Guest favourite
Tiny home in New Marlborough
4.94 out of 5 average rating, 174 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, 26 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.

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, 132 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.

Popular amenities for Otis holiday rentals

When is the best time to visit Otis?

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Avg. price$389 SGD$350 SGD$324 SGD$292 SGD$320 SGD$341 SGD$385 SGD$371 SGD$314 SGD$326 SGD$335 SGD$358 SGD
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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 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 cottage rentals in Otis have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Otis. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Otis have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Otis. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Otis have free parking?

    Absolutely! We offer over 10 cabin rentals with free parking in Otis. Enjoy a tailored experience with all the comforts you desire.

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