Vacation rentals in Lake Onota

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Top-rated vacation rentals in Lake Onota

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Superhost

A vintage coffee grinder is mounted on the wall next to a retro metal sign that reads 'Steaming Absolutely Fresh Hot Coffee.' The sign features bold red and blue lettering, complementing the rustic charm of the cabin.

Cabin in Stephentown

4.86 out of 5 average rating, 290 reviews

Cabin in the woods w cedar Hot Tub + private pond

The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

Guest favorite

An expansive deck is surrounded by lush greenery, featuring outdoor seating and a dining area. Warm café lights hang overhead, creating a cozy atmosphere. A person is seen grilling at a gas grill, while another enjoys a meal at a table, capturing a serene outdoor experience.

Chalet in Otis

4.94 out of 5 average rating, 416 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 favorite

A cozy outdoor seating area is highlighted by a stone fire pit, with flames dancing above a bed of volcanic rocks. In the background, a high-definition TV displays a sports event. Barstools and a wooden structure suggest a welcoming spot to relax.

Apartment in Petersburgh

4.88 out of 5 average rating, 185 reviews

The Beer Diviner Brewery Apartment

The apartment is entire upstairs of back of our farm brewery & taproom. Space is 14 x 28 feet and includes living/dining/work space, bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed with pull out twin mattress. High def TV, wifi, private deck, kitchenette has mini fridge, microwave, toaster oven, hot kettle for tea and and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

Superhost

A well-lit upper hallway features exposed wooden beams and a railing overlooking the open-concept living area below. Light-colored walls enhance the spacious feeling, while large windows provide natural light. This inviting space connects the bedrooms, offering a sense of openness and warmth.

Home in Pittsfield

4.92 out of 5 average rating, 24 reviews

The Guest House at Cottage Farm

The Guest House at Cottage Farm blends the warmth of home with the elegance of a luxury retreat. Nestled in the picturesque heart of the Berkshires, this beautifully restored 2,300 sq foot haven has been thoughtfully designed, offering a serene escape for week-long getaways and weekend retreats. Whether you're planning your dream wedding weekend or seeking to immerse yourself in the Berkshires' culture and natural beauty, Cottage Farm invites you to unwind and create unforgettable memories.

Guest favorite

A vibrant garden displays blooming red and yellow tulips amidst lush green foliage. A hammock is suspended between two trees, and decorative garden lights are placed throughout the area, adding a serene ambiance. A birdbath is visible, surrounded by flourishing plants.

Guest suite in Pittsfield

4.9 out of 5 average rating, 69 reviews

Newly Renovated Red Door Annex

Private keypad entrance with parking. Large bedroom with full bathroom. The spacious room has a high-end queen bed and a small table for eating/working. Small frig, microwave, toaster oven, and pour-over coffee in a small nook outside the bedroom. Popcorn, oatmeal and yogurt are provided. The Annex is in a tranquil neighborhood between Great Barrington and Williamstown/North Adams and ski areas.1 mile to Berkshire Medical Center. 20 minutes to Lenox. Outdoor sitting area to come this summer.

Top guest favorite

An open door reveals the entryway of a rustic cabin. A patterned rug leads into a softly lit interior, where a cozy bed is visible in the background, framed by natural wood accents and windows that invite the outside in.

Cabin in Cummington

4.98 out of 5 average rating, 213 reviews

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.

Guest favorite

An evening view of a well-lit downtown area in Pittsfield, showcasing tree-lined streets, decorated with patriotic bunting. Cars are parked along the curbs, while shops display illuminated windows. A distant church steeple and hills are visible under the night sky.

Home in Pittsfield

4.95 out of 5 average rating, 21 reviews

Whispering Woods Guest House

Welcome to your perfect modern urban retreat in Pittsfield, Massachusetts! Our cozy home offers a charming and comfortable stay just a quick stroll from downtown, short drive to Tanglewood, and just a minute away from BMC. Enjoy the convenience of exploring local areas such as Lenox, Stockbridge, Great Barrington, North Adam’s and more! Ideal for solo travelers, couples, or anyone seeking a delightful small city experience. Come stay with us and immerse yourself in the local culture!

Top guest favorite

Home in Pittsfield

4.95 out of 5 average rating, 174 reviews

Cantabile life in the Berkshires

Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

Guest favorite

Cottage in New Lebanon

4.95 out of 5 average rating, 192 reviews

The Writer's Cottage

The Writer's Cottage is a tiny white house on a country road; vintage, complete, and inspiring. Built in the nineteenth century, it's perfect for a solo traveler or a pair of travelers exploring the Berkshires and the Hudson Valley. If you like rustic buildings, you'll be a fan of the cottage; it's an incredibly cozy time warp. Queen bed and living quarters downstairs; airy loft up a narrow set of enclosed stairs. There's an orchard and lawn with grill, hammock and table.

Top guest favorite

A wooden sign with the text 'BITTERSWEET FARM' is displayed prominently. Below the sign, a flower bed contains vibrant orange and yellow marigolds, adding a touch of color to the entrance. The surrounding grassy area is well-maintained, enhancing the welcoming appearance of the farm.

Farm stay in Pittsfield

4.99 out of 5 average rating, 219 reviews

Private 2nd-floor studio on a working produce farm

Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

Guest favorite

The exterior of the Granary is highlighted, featuring a mix of red barn siding and natural stone. The two upper windows allow natural light inside, while a mint green double door adds a pop of color. Lush greenery and colorful flowers surround the entrance.

Guesthouse in Lenox

4.93 out of 5 average rating, 376 reviews

The Granary at House on Golden Hill

The Granary is a 1735 carriage house situated on a historic Berkshires farmhouse compound. Featuring 20-foot cedar-lined ceilings, original wide-planked pine floor boards, and large windows and skylights, the Granary provides sweeping mountain views and an idyllic Berkshires experience. King-sized bedroom, eat-in kitchen, and bathroom with soaking tub and standing shower. Minutes to downtown Lenox, Tanglewood, and centrally located in the Berkshires.

Guest favorite

Apartment in Pittsfield

4.92 out of 5 average rating, 261 reviews

Marie's Place

This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters.

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Other great vacation rentals in Lake Onota

Guest favorite

The spacious interior features high wooden beams and a stone fireplace at its center. Natural light fills the area through large windows, highlighting the open floor plan. A loft area is visible above, and comfortable seating arrangements support relaxation and gatherings.

Farm stay in New Lebanon

4.95 out of 5 average rating, 225 reviews

Barn Stay at Shadowbrook Farm

JenniferRating, 5 stars1 month ago

The space was beautiful, clean, and exactly as pictured! We enjoyed a weekend away and appreciated the local recommendations shared in the guide. We spent time exploring the farm, the surrounding area, and also were able to kick back and relax in the amazing property.

Guest favorite

Cabin in Stockbridge

4.96 out of 5 average rating, 25 reviews

Stockbridge Snug- cabin luxury just steps to lake!

JenRating, 5 stars4 days ago

What a treat to stay at McCaela's magical, cozy, home! Everything – from the surroundings, to the furnishings, to the amenities – were just perfect. Entry into the house was no problem, and inside we found a delightfully thoughtful and intentional home that was extremely comfortable and spotlessly clean. Just as key, the bed in the primary bedroom was supremely comfortable! We had no reason to ask any questions, and we had no issues at all; still, McCaela reached out to make sure we were settled and to see if we needed anything. We SO appreciated her generosity, kindness, and insight into (and commitment to) the local community. It's clear that a great deal of thought and care has gone into this house, and we would stay there again in a heartbeat. The location is perfect – off the beaten path and extremely private, yet close to everything we wanted in the Berkshires. I highly recommend staying here, ideally for longer than the two nights we did. We can't wait to return!

A spacious living area features wood paneling and large windows allowing natural light. Comfortable seating arrangements are provided with a coffee table at the center. A dining table with chairs is visible, along with a cozy wood stove for warmth during colder months.

Home in Pittsfield

4.5 out of 5 average rating, 4 reviews

Ohana House

Iris Rating, 5 stars3 months ago

her rental is absolutely beautiful all the way around shes a amazing person super nice

Top guest favorite

Cabin in Becket

5 out of 5 average rating, 6 reviews

WALK to lake! Dog friendly, A-Frame in Berkshires!

FranciscoRating, 5 stars1 week ago

Beautiful little cabin, peacefully in the woods. Great, friendly, and responsive hosts. Perfect location to relax, walk around, find closeby hikes and hidden gems, including some great breakfast spots. 10/10 would recommend.

Guest favorite

An aerial view captures the expansive Jiminy Peak Resort, showcasing a snow-covered landscape dotted with trees and ski slopes in the background. The modern condominium complex sits prominently in the foreground, with parking spaces visible in front and mountain trails leading into the distance.

Home in Hancock

4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

TheresaRating, 5 stars2 months ago

Absolutely beautiful space. Spotlessly clean. Full kitchen amenities plus a little coffee station. Fabulously comfortable beds and living room furniture. Deliciously soft towels. Just an overall great experience and peaceful stay!!

Farm stay in Adams

5 out of 5 average rating, 3 reviews

Berkshires/Pet Friendly farm stay w/mountain views

IsabelleRating, 5 stars2 weeks ago

My three friends and I had a wonderful weekend stay at this airbnb. From the start Jessica, the host, was in touch and responsive to any questions I had. The RV itself was perfect, exactly what my group was looking for and was as advertised. A lovely guest-ready camper, a fire pit, great views and outdoor spaces, accessibility, chairs with an umbrella, a picnic table, a hammock that could be set up, easy storage for all of these things, and friendliness from the host next door. We were able to comfortably sleep 4 people for 3 nights. My group have discussed returning when we can because we had such a positive experience. We hope that others will get the opportunity to make memories in Adams, MA as we did during our stay this summer. All I have to say are good things about this location and the people who run it. I would absolutely recommend it :)

Top guest favorite

Guest suite in Dalton

4.98 out of 5 average rating, 65 reviews

Berkshires getaway: nature, culture & relaxation

JohnRating, 5 stars7 months ago

We had a wonderful weekend stay at Elina's guest home in November! It's a spacious one room suite situated above the main home's two car garage (and well-insulated from the sound of the garage door opening and closing, so it wasn't a problem at all--only happened once or twice when we were there anyway; perhaps more and we just didn't notice). It is completely private with its own separate entrance, parking area and deck area. Furthermore, it's situated on a beautiful well-manicured property that was always a joy to return to. The bed was very comfortable and showed no signs of age at all, i.e., no lumps or "divots". Elina was friendly and always responsive to our questions about the property and our stay. It was a great value and we would definitely return again for another visit!

Guest favorite

A bright living area is presented with large windows offering views of the lake. A light-colored sofa is positioned near a modern gas fireplace, with a television mounted above it. The space features light wood flooring, accentuated by a small decorative table and a plant.

Home in Pittsfield

4.96 out of 5 average rating, 55 reviews

Charming lake home with amazing sunset views

EdRating, 5 stars3 months ago

My family and I had a great stay here. The property was well kept and matched the description. And the host was responsive and helpful. Would stay again if we're in the area.

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Vacation rentals in Lake Onota

Top-rated vacation rentals in Lake Onota

Vacation rentals for every style

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