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Vacation home rentals in Western Massachusetts

Find and book unique vacation home rentals on Airbnb

Top-rated vacation home rentals in Western Massachusetts

Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

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Vacation home in Athens

4.91 out of 5 average rating, 91 reviews

Lakefront Retreat | Kayaks, Paddle Board & Hot tub

Welcome to the newly renovated lakefront vacation house in the Catskills. It is perfect for family & friends looking for a getaway in the Hudson valley and Catskill mountains. Close to ski resorts like Hunter & Windham. This peaceful retreat is located in a beautiful lake community with a large waterfront backyard. You will enjoy: • Gathering around the fire pit by the waterfront with s’mores • Relaxing in the Hot Tub overlooking the lake • Wake up to the beautiful lake view from your bedroom

Vacation home in Broadalbin

4.99 out of 5 average rating, 105 reviews

Winter Wonderland, 50 acres, HotTub & More!

**Ask me how to unlock a free day and enjoy discounts for extended stays!** In search of a unique getaway? The Lodge at Glampful is the heart of your ADK adventure. Fishing Kayaking Hiking Skiing | Snowshoeing | Sledding 44Lakes Craft Beverage Trail Retreat on a semi-private 50-acre property - surrounded by rolling meadows, hiking trails, a spring-fed creek, and more! **Near** Royal Mountain: 30-min Saratoga Springs: 30-min Lapland Lake: 37-min Lake George: 57-min Plan your getaway today!

Vacation home in Albany

4.95 out of 5 average rating, 148 reviews

Spacious Urban APT w/4BR & Office in Albany

Visiting Albany for work, vacation, or to visit family? The Twitchell Estate is a spacious 4BR home that will be perfect for your stay. This elegantly designed Boho Chic rental comes with amenities such as self-check-in, Netflix, Disney+, Apple TV, and many other streaming options if you're looking to relax indoors, and a private laptop-friendly office with Wi-Fi if you need to get work done. Enjoy free coffee and tea in the stocked kitchen, with everything you need to feel like you are at home.

Vacation home in Warren

4.98 out of 5 average rating, 149 reviews

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Vacation home in Prattsville

5 out of 5 average rating, 31 reviews

The Serene Gem! 10 min- Windham! 20 min- Hunter!

Welcome to your harmony retreat! Nestled in a serene wooded setting, this charming retreat is minutes from Windham and Hunter. Enjoy stunning views and easy access to golf, wine tasting, biking, hiking, dining, and shopping. The home features two inviting living areas: the first-floor lounge with a pool table, TV, and sliding doors to the front lawn, and an upstairs space with a smart TV, fireplace, and deck. Experience relaxation and adventure in perfect harmony—your ideal getaway awaits!

Vacation home in Torrington

4.94 out of 5 average rating, 178 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Vacation home in Shandaken

4.97 out of 5 average rating, 150 reviews

Unique BellEayre River retreat

#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Take it easy at this tranquil getaway while you see and hear only the water flow with wrap around 4 season river right off porch. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cats.

Vacation home in Sunapee

4.79 out of 5 average rating, 48 reviews

Sunapee Harbor Historic Home

Charming and cozy lodge in a historic Sunapee home, which is one of few original Sunapee houses in the downtown harbor area. Sunny & bright, recently updated, central to all local destinations and activities. Definitely a comfy hideout after a day of outdoor activities! LOCATION: 5-minute walk along the Main St to Sunapee harbor for shops, restaurants, and boat launch. 7-minute to Mt. Sunapee ski area. 10 mins to Lake Sunapee State Beach. Several scenic hiking trails around.

Vacation home in South Kingstown

5 out of 5 average rating, 24 reviews

Beautifully furnished 3 bedroom vacation house!

Beautifully furnished, sun-drenched home! You will love our updated home steps away from the Narrow River. It is under 10 minutes from the beaches and 15 minutes from Newport! New finishes, furniture, and central air throughout. Enjoy cooking and entertaining in the open-concept kitchen with state-of-the-art granite and gas oven range. Large backyard with patio and grille. Great house for families, couples, and friends.

Vacation home in Great Barrington

4.95 out of 5 average rating, 193 reviews

Home in Great Barrington. Steps from downtown!

Central and Private! Just steps away from historic downtown Great Barrington and East Mountain Hiking trails. Enjoy sunset views with friends and family, before you walk into town for a night out! 10 minutes (2 miles) to Butternut Ski Area This brand new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple.

Vacation home in Coxsackie

4.97 out of 5 average rating, 207 reviews

Peaceful Hudson Riverfront in downtown Coxsackie

Warm and welcoming - with views that rival a Thomas Cole painting. Heron's View is one of the best spots on the Hudson River. Just a 5 minute walk to the new Wire Event Center, along with shops, restaurants, park, playground and pavilion in the Historic District of Downtown Coxsackie. Superb hiking, golf, and breweries nearby.

Vacation home in Hudson

4.9 out of 5 average rating, 109 reviews

2 blocks to Warren ST w/ a yard and parking

First floor apartment with backyard and parking Apartment amenities include: Fast internet and WiFi throughout the house Desk and chair for work if needed Iron, hairdryer, and a compact ironing board Appliances: fridge, stove, microwave, range, and coffee maker

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Western Massachusetts vacation home rentals

Free parking on premises

Air conditioning

Family-friendly vacation home rentals

Vacation home in Hudson

4.85 out of 5 average rating, 124 reviews

Bright and Airy 2 blocks from Warren ST eb

Vacation home in Hudson

4.84 out of 5 average rating, 121 reviews

Great top fl near cnter with sunroom and a view cc

Vacation home in Hudson

4.81 out of 5 average rating, 83 reviews

2 blocks to Warren ST with an office and a yard cb

Vacation home in Hudson

4.73 out of 5 average rating, 77 reviews

2 blocks to Warren ST with Backyard,& Parking

Vacation home in Hudson

4.84 out of 5 average rating, 105 reviews

3 block to Warren ST with a Yard and parking ga

Vacation home in Cairo

4.65 out of 5 average rating, 23 reviews

Chalet on the Hill

Vacation home in Ludlow

4.75 out of 5 average rating, 79 reviews

Ludlow Big Family Fun Home

Vacation home in Hudson

4.93 out of 5 average rating, 98 reviews

2BRT 3 blocks to Warren ST

Vacation home rentals with a patio

Vacation home in Tannersville

4.95 out of 5 average rating, 19 reviews

Mountain escape in Hunter/Tannersville

Vacation home in Hudson

4.95 out of 5 average rating, 22 reviews

La Maison Hudson: Charming 1BR In Prime Location

Vacation home in Plymouth

5 out of 5 average rating, 19 reviews

Majestic Home in Plymouth, VT

Vacation home in Holmes

5 out of 5 average rating, 23 reviews

The Dahlia Villa within Westerhall Gardens

Vacation home in Highland

5 out of 5 average rating, 31 reviews

Charming Vacation House w/ Pool & HotTub

Vacation home in Norwich

4.96 out of 5 average rating, 85 reviews

4BR Home/Grill/Laundry/3 min to Mohegan Sun

Vacation home in Saratoga Springs

5 out of 5 average rating, 16 reviews

Saratoga Springs Rental

Vacation home in Saratoga Springs

4.88 out of 5 average rating, 26 reviews

Beautiful 4bedroom home overlooking Saratoga lake.

Vacation home rentals with a washer and dryer

Vacation home in Mount Holly

4.97 out of 5 average rating, 29 reviews

Okemo Oasis - 6 Bedrooms, 3.5 Baths, 2 Kitchens

Vacation home in Windham

4.86 out of 5 average rating, 14 reviews

Windham castle with a view & minutes to skiing

Vacation home in Wappingers Falls

4.96 out of 5 average rating, 47 reviews

Once in a Lifetime Hudson River Views

Vacation home in Becket

4.96 out of 5 average rating, 49 reviews

Perfect Serene Waterfront All Season Retreat!

Vacation home in Glens Falls

4.98 out of 5 average rating, 54 reviews

Cozy home near Lake George & Saratoga

Vacation home in Salt Point

4.91 out of 5 average rating, 55 reviews

Riverfront, cozy farmhouse near Rhinebeck

Vacation home in Sunapee

5 out of 5 average rating, 37 reviews

Sunapee Gathering Place, Serene Restored Barn

Vacation home in South Kingstown

5 out of 5 average rating, 17 reviews

Ocean Views & Outdoor Decks in Snug Harbor

Destinations to explore