Vacation rentals in Hampden County

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Top-rated vacation rentals in Hampden County

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Guest favorite

A private dock extends into the calm lake, featuring a sliding board and a set of stairs leading into the water. A rustic playhouse sits nearby, complemented by a wooden bench. Colorful Adirondack chairs surround the area, offering serene views of the surrounding nature.

Cottage in Becket

4.94 out of 5 average rating, 197 reviews

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit • Canoe & 2 kayaks • 50" smart TV and 4 Google Smart Speakers • 1 Gigabit Wi-Fi 'gorgeous with amazing views' • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Top guest favorite

A bright and airy living space features large windows offering views of the serene lake. A dining table with six chairs and a cozy seating area with a navy sofa enhance the room. Natural light floods in through the windows, highlighting the warm wood accents.

Cottage in Wales

4.96 out of 5 average rating, 57 reviews

Sunset and Sunrise views at this lake cottage.

Ready to relax and have fun! Just bring your clothes, everything else is here at this cottage named Tramonto Sul-Lago – Sunset over lake. You and up to 6 guests will enjoy all amenities! You won’t want to miss sunrise either, it creates reflections of nature on the water. Grab a kayak and go for a paddle, set up a yard game, head to the dock with a fishing pole, pull up some chairs to the fire pit (firewood provided). The back yard is a private oasis. Winter offers skating and ice fishing!

Guest favorite

A wooden dock extends over a tranquil lake, surrounded by lush trees and colorful foliage. The water reflects the blue sky and fluffy white clouds, creating a peaceful outdoor setting. This image highlights the natural beauty and serenity of the area.

Cottage in Becket

4.78 out of 5 average rating, 163 reviews

Tranquil Lake Cottage on 3 Acres with Large Deck

Tranquil 3-Acre Getaway in Becket, MA Escape to our charming 1,504 sq. ft. retreat on 3 acres in a private lake community. This historic home offers timeless appeal with a spacious 350 sq. ft. deck surrounded by lush trees. Take a 5-minute stroll to the lake. Key Features: Expansive Deck: Ideal for outdoor dining and relaxation. Lake Access: Enjoy water sports steps away. Modern Amenities: Features HDTV for streaming. Book your Becket escape today and experience the beauty of the Berkshires!

Guest favorite

Two simple chairs are positioned by the water's edge, facing a foggy lake. A large sun reflects on the water's surface, creating a serene atmosphere. The surrounding landscape is marked by trees, partially veiled in morning mist.

Tiny home in Holland

4.96 out of 5 average rating, 101 reviews

C. Chief Cook delightful tiny house

Enjoy peaceful surroundings of this rustic destination. Come relax at this former camp under renovation. Hang out by Lake Siog where you can paddle board, kayak, use the rowboat, find a meditation site, light a campfire or just rock on the hammock. Lake Siog has a number of hiking and biking trails and the Quinebog River Canoe Trail. We are close to the Brimfield Antique Flea Market, Palmer Antique Co-ops, Old Sturbridge Village and restaurants, wineries, and breweries like Treehouse Brewery.

Guest favorite

A rustic chalet-style home is surrounded by lush greenery, featuring a stone lower level and wooden upper level. The spacious deck offers comfortable seating and is framed by tall trees, creating a serene retreat within nature.

Chalet in Otis

4.9 out of 5 average rating, 63 reviews

Kayaks, Sauna & Family: Relax & Play

Join our unique Berkshire vacation experience, away from the hustle and bustle: 🌟Kayak & swim on the lake 🌟Boost wellness in our barrel Sauna 🌟Relax around the gas grill, pizza oven & firepit 🌟Minutes to restaurants & hiking 🌟Entertainment at Tanglewood (20 min) The newly designed light-filled interior offers comfort and style while being perfectly suited for children: 👉fully equipped kitchen (air-fryer, waffle maker, Nespresso) 👉home office (Fast Wifi) 👉arcade-style games and more

Superhost

An outdoor deck features a hot tub, providing a relaxing space. Comfortable seating is arranged with turquoise cushions around a central fire pit. A gas grill is positioned nearby, and a shade sail provides coverage from sunlight. The surrounding neighborhood is also visible.

Townhouse in Easthampton

4.85 out of 5 average rating, 310 reviews

In style row house with private hot tub/pool table

You must be thoughtful of the neighbors no loud music!!! Amazing, fully remodeled home with a huge deck, hot tub (365), pool table and sun porch with electric fireplace. Three large bedrooms with plenty of sleeping space. Chef's kitchen with ample counter-space, gas range and breakfast bar. Additional outdoor gas grill. Conveniently located, the house sits 1/2 block from the beautiful pond, steps from the E bikes and rail trail, dozens of bars/restaurants, and 500 ft from Williston campus

Guest favorite

The image captures a panoramic view of a lush, green mountain range under a bright sky. Wispy clouds stretch across the sky, creating a dynamic backdrop to the vibrant foliage below.

Guest suite in Easthampton

4.92 out of 5 average rating, 259 reviews

The Floating Library: private hiker's hideaway

Spacious enough for a small family, cozy enough for a couple, a perfect alternative to a hotel, for exploring New England, or holing up to finish that book (reading or writing). TFL is a welcoming, above the garage in-law suite with a private entrance, full kitchen, full bath, laundry room, and lots of magical touches that will make your stay comfortable, unique and memorable. The location is right at the foot the hiking trails of Mt. Tom, a 20 min walk to idyllic downtown Easthampton.

Guest favorite

Home in Becket

4.88 out of 5 average rating, 339 reviews

Real Estate:Therapy - Lake, Laundry, Love it

This is what happens when a realtor and an expressive-therapist make a vacation home. You get a decent property, in a good location with little things to help you de-stress, have fun and connect with friends and family. 18 minutes from downtown Lee, in the private Sherwood Forest Community with lake access, laundry, and a level-2 EV charger, this 1500 sq. ft home built in 1987 rejuvenates. We hope you will leave here a little more relaxed, recharged or maybe even a little bit happier.

Guest favorite

A wooden deck extends towards a serene lake, framed by trees. Two lounge chairs are positioned for relaxation, alongside a grill. An American flag flutters in the gentle breeze, while the tranquil water reflects sunlight, enhancing the natural ambiance.

Home in Otis

4.9 out of 5 average rating, 51 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 favorite

A calm lake scene is depicted, featuring a boat secured at a wooden dock. The water reflects the blue sky, while green trees line the opposite shore. A peaceful atmosphere is created by the surrounding nature and serene water.

Cottage in Becket

4.95 out of 5 average rating, 273 reviews

Berkshires Cottage by Lake. Year Round Adventures.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX(will consider pets.)(90 second walk through wooded path to lake)

Guest favorite

Home in Otis

4.96 out of 5 average rating, 108 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 favorite

Home in Otis

4.95 out of 5 average rating, 159 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.