House vacation rentals in Brattleboro

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Top-rated house rentals in Brattleboro

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Guest favorite

The two-story house is nestled among lush greenery, featuring a spacious deck with seating and easy access to the lawn. Colorful adirondack chairs surround a stone fire pit, inviting relaxation in a natural setting. Large windows and doors enhance the connection to the outdoors.

Home in Wilmington

5 out of 5 average rating, 10 reviews

Lake & Mountain View Cabin - Sauna, Hot Tub, Hikes

Enjoy stunning lake & mountain views w/ easy access to hiking, swimming, boating, & fishing (kayaks, paddle board, and bikes included). Cathedral ceilings w/ beams provide a cozy feel & heated floors give an always-warm home in the winter. Covered deck w/ grill is great for outdoor dining. Additional features include outdoor hot tub, sauna, & quality game room (pool table, shuffleboard, foosball, ping pong). 4WD/AWD required in winter. Close to Mt. Snow & downtown Wilmington w/ shops and dining.

Guest favorite

Home in Lenox Dale

4.96 out of 5 average rating, 27 reviews

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Enjoy all the Berkshires has to offer from this charming 3BR/2BA home-base, 5 minutes to downtown Lenox! Terrific location for ski access and to performing arts, museums, outdoor sports and dining, shopping & activities in the quaint, nearby village centers. Spacious, comfortable home and exceptionally well outfitted kitchen! The neighborhood is quiet & a scenic, pleasant area to walk. Great home for short or long-term stay. Ask about discounts. Well-behaved pets are welcomed, case-by-case.

Top guest favorite

A light-filled living area features large windows with views of the lake. A modern gray sectional sofa is positioned near a circular wooden coffee table, which holds a decorative box. An outdoor patio is visible through sliding glass doors, accompanied by a red umbrella.

Home in Pittsfield

4.97 out of 5 average rating, 115 reviews

Berkshire Lake- Modern and Updated-close to skiing

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

Top guest favorite

The Batwing Ski House features a modern wood and stone exterior, characterized by large windows that invite natural light. A spacious lawn surrounds the home, with a classic red car parked nearby. A deck extends from the front of the house, offering outdoor accessibility.

Home in Dover

4.91 out of 5 average rating, 184 reviews

Mount Snow 5 Star Batwing House Spring Discounts

The Batwing Ski house was purchased and modernized with nice renovations The house was named the BatWing House over 20 years ago and still to this day everyone refers to it by name. It's a 6 bedroom 4 bath each with shower also a huge dining/ living area with corner fireplace. A ski/gear room on the first floor. New hot tub outside on the wrap around deck with covered roof. We have Fiber Wifi , Netflix, Xbox 360, foosball, board games 4 TVs. Restaurants are less than .5 miles away

Guest favorite

A spacious living area features a large brown leather sectional couch adorned with colorful throw pillows. A wooden coffee table sits in front, and warm lighting is provided by two floor lamps. A decorative wall piece conveys a family-oriented message.

Home in Mount Holly

4.92 out of 5 average rating, 118 reviews

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Superhost

A bright living area features a sectional sofa in shades of gray beside a low, round coffee table. A colorful striped area rug adds vibrancy to the hardwood floor. Natural light streams through the windows, illuminating the room's decorative accents.

Home in Lenox

4.78 out of 5 average rating, 116 reviews

Charming 3-BR Colonial House in Downtown Lenox

Historic 1900s Colonial Home – Steps from Downtown Lenox Step back into this stunning 1900s Colonial-style home, just a 7–10-minute walk to charming downtown Lenox. This spacious 3-bedroom retreat features a beautifully manicured garden and a patio ideal surrounded by perennial flowers for al fresco dining and BBQs. Enjoy 1,841 sq. ft. of vintage charm and modern amenities, including Wi-Fi and HDTV with 60 channels. Experience the perfect blend of history and comfort in the heart of Lenox!

Top guest favorite

The newly renovated house is surrounded by trees, featuring a spacious front porch and a large grassy area. Red Adirondack chairs are positioned on the lawn, providing a comfortable spot to relax and enjoy the natural surroundings.

Home in North Adams

5 out of 5 average rating, 109 reviews

Berkshires Retreat! in the woods, yet in town!

We are happy to share our piece of heaven in the Berkshires! Newly renovated 4-bedroom 2-1/2-bathroom vacation rental nested in 2.7 acres of woods, yet conveniently located in the city of North Adams. A 5 minute walk from Windsor Lake, a 15 minute walk to MASS MoCA, and a close drive to many restaurants. The house is kid friendly, basketball hoop, soccer goal, and games. We are close to ski resorts, as well hiking and biking trails, including Mount Greylock. PET FEE. PERMISSION NEEDED.

Guest favorite

A cozy living area features a comfortable sofa with an earthy pattern, flanked by two armchairs. Large windows with red curtains allow natural light to fill the space, providing views of the outdoors. A television and small table are also included, enhancing the room's inviting atmosphere.

Home in Harrisville

4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

Welcome to Harrisville Lake House, a tranquil lakeside retreat for family and friends on the shore of Harrisville Pond. Our cherished home is perfect for a week-long escape, where nature’s beauty meets the warmth of a family home. Our home is a treasure trove of antique furniture, worldly keepsakes, and artwork. Fall colors in September and early October are breathtaking! From the haunting call of loons to the majestic flight of bald eagles, nature is a daily delight!

Guest favorite

Home in Winchendon

4.96 out of 5 average rating, 25 reviews

Top 10 VRBO Copley's Lakefront Cottage+Guesthouse

Two homes- very unique, beautifully designed Belgium Farm House and an upstairs garage apartment on Lake Monomonac, who's waters straddle both MA and NH. Your own sandy beach and dock to enjoy everything the lake has to offer. All seasons can be thoroughly enjoyed here; boating, fishing, swimming and other water sports in the summer, vibrant colors and crisp air of fall, in the winter enjoy iceskating and fishing, then end the day with a good book by the fireplace.

Top guest favorite

A private spa area features a jacuzzi surrounded by warm wood paneling and soft lighting. Steps lead down to the jacuzzi, enhancing accessibility. The space is designed for relaxation, conveying a serene ambiance with its clean lines and natural materials.

Home in Dover

4.98 out of 5 average rating, 141 reviews

Outdoor Paradise - Private Jacuzzi & Sauna

Enjoy the outdoors!! Located minutes from hiking, biking, kayaking and golf, this house has it all. You'll enjoy our spacious 4 bedroom / 3 bath private home in a quiet neighborhood with cathedral ceilings and open floor plan. Finished lower level with large screen TV and ping pong table give the kids space to spread out. Large deck has a huge gas grill and there is a stone fire pit in the back yard. You even have a private spa area with jacuzzi and sauna!

Guest favorite

An open-concept kitchen and dining area is presented, featuring a large island with eight wooden stools and sleek white cabinetry. A dining table with black chairs is set against a backdrop of large windows that allow natural light to illuminate the space.

Home in Lee

5 out of 5 average rating, 106 reviews

Modern and spacious Berkshires 5bdr retreat.

This is a completely renovated house that is situated on a private street, 5 min drive to either Lee center or Lenox center. The main floor has an open layout that is full of light. The gourmet kitchen is fitted with top appliances and a Blue Star gas range. The main floor also has 4 bedrooms and 2 full bathrooms. The lower level has a a family room with a pool table, another bedroom, a full bathroom and the laundry/mudroom.

Guest favorite

The exterior of the house is shown, featuring a welcoming entrance with a wooden deck. Green hydrangeas bloom vibrantly in the foreground, while an American flag gently flutters, symbolizing a sense of home. The surrounding area includes lush greenery and a clear blue sky.

Home in Granville

4.86 out of 5 average rating, 22 reviews

Flower House

Relax with the whole family at this peaceful place to stay. Beautiful house in a quiet county setting. Watch as the deer come out to play in the field as you sip coffee on the deck. Many event locations, from the famous Lake George, Lake Saint Catharine, Fort Ticonderoga, Hicks apple orchard lavender farms many other fun things to do for the whole family.

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What guests are saying

The Castle

5 out of 5 average rating, 11 reviews4 days ago

The Castle is a lovely space and we had a great time there. It is situated in very calm surroundings and offers nice views of the hills and forests around. The house is fully equipped with everything you might need, ranging from kitchen utensils to boardgames, and the sleeping rooms are very comfortable.

Home in Wardsboro

What guests are saying

Highland Haus: stunning ski getaway with hot tub

5 out of 5 average rating, 10 reviews1 month ago

Beautiful home that is about 15min from Manchester, which is wonderful to walk around (shops, restaurants). The home is secluded on a nice piece of property in the woods. It was a charming getaway with a wood-burning fireplace and great amenities (games, dart board, hot tub, etc). Highly recommend!

Home in Peru