Easthampton vacation rentals

4.94 out of 5 average rating, 197 reviews

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

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 two-story chalet-style house is framed by lush greenery and colorful landscaping. A gravel driveway leads up to the home, which features a welcoming porch with a decorative American flag. The first floor is supported by a lower level that includes outdoor amenities.

Guest suite in Winchester

4.96 out of 5 average rating, 135 reviews

Private Suite 2 Bedroom Deck Lake Views

Welcome to “The Mermaid” at Highland Lake!!! Modern 2-bedroom private bath suite with kitchenette (see amenities) in the foothills of the Berkshires! Views of Highland Lake from your private sundeck. Moon and star gazing by night. We follow all Airbnb policies & State of CT COVID cleaning guidelines. Please do not trespass on the property of private residences, across the street on the lake side. These are private residences. There are public beaches public access areas for your enjoyment.

4.78 out of 5 average rating, 163 reviews

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

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!

4.85 out of 5 average rating, 310 reviews

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

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

4.88 out of 5 average rating, 338 reviews

The living area features hardwood floors and large windows that allow natural light to fill the space. A staircase with wooden railings leads to the upper level. Seating includes a gray sofa, two accent chairs, and a coffee table, complemented by an entertainment center with a television.

Home in Becket

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.

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.

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.

A spacious bedroom features a green wooden bed dressed in white linen, flanked by large windows with sliding doors leading to a serene outdoor view. A comfortable armchair and a small side table are positioned nearby, adding to the cozy ambiance.

4.92 out of 5 average rating, 153 reviews

The Pinnacle House at Otis Ridge Ski Area!

Otis is the best town for a visit to the Berkshires. It is close to all the places you would want to visit like Jacob's Pillow, Tanglewood, Norman Rockwell Museum to start with. It is also close to hiking trails, swimming, shopping and great restaurants. This wonderful three plus bedroom home is located on the backside of Otis Ridge Ski Area. Wake up and take a walk on the ridge or just sit outside and have your morning beverage with the woods surrounding you.

4.95 out of 5 average rating, 273 reviews

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

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)

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

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.

4.89 out of 5 average rating, 146 reviews

A serene nighttime view of the log home showcases illuminated windows against a dark sky, with snow gently covering the ground. A warm glow emanates from the outdoor area, highlighting a stone fire pit. Trees are silhouetted, adding depth to the picturesque landscape.

Apartment in Hawley

Green Acres Hawley Upper Studio (Bonus Room)

This space is a Large Studio Apartment in the Bonus Room above the Garage of a large log home overlooking Berkshire East Mountain Resort. Guests have shared access to the hot tub, deck, fire pit barbecue area and limited access to host's laundry facilities. You'll have sole access to the bonus room, deck & grill and full private bath. Space is comfy and charming, accessible from a private staircase or spiral into the main house's entrance hall.

4.77 out of 5 average rating, 197 reviews

Apartment in Chester

Quiet getaway in the Berkshires

Very nice quite place Two floors must climb stairs 3 bedrooms very large master Fully equipped kitchen Two full baths and laundry area Deck off the kitchen with fire pit in the back yard Lots of hiking and skiing in and around the area or stay and relax Carm’s diner for a great Breakfast Chester Common Table for dinner or The Blue Note Cafe for Pizza and a drink or Call for some takeout and a convenient store for anything you forgot

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Easthampton vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Easthampton's top sights

Mount Tom State Reservation41 locals recommend

Coco and The Cellar Bar28 locals recommend

Small Oven Bakery25 locals recommend

Luthier's Co-Op19 locals recommend

Abandoned Building Brewery19 locals recommend

Mt.Tom's Homemade Ice Cream18 locals recommend

Other great vacation rentals in Easthampton

Top guest favorite

Home in Belchertown

4.98 out of 5 average rating, 63 reviews

Moonstone Lake House – romance and serenity

A spacious living area features a large sectional couch surrounding a coffee table, with a stone fireplace serving as a focal point. Natural light enters through multiple windows, highlighting the open floor plan and wooden elements throughout the space.

4.94 out of 5 average rating, 144 reviews

Berkshires hideaway! Hikes & serenity near lake

A wraparound deck extends from the house, featuring several wooden lounge chairs. Large glass windows provide views of the interior and the serene lake beyond, framed by a verdant landscape of trees.

4.93 out of 5 average rating, 15 reviews

Spacious Lake Front Home

4.91 out of 5 average rating, 144 reviews

A sandy beach area borders a calm pond, featuring five white Adirondack chairs positioned on the shore. A floating wooden platform with a slide extends into the water, surrounded by lush green trees that provide a serene backdrop.

Guest suite in Granby

Whole place,staycation,3 bedrooms, spacious area

5 out of 5 average rating, 4 reviews

A well-lit entryway features wooden paneling and a light fixture. The white door leads outside to the patio, while large windows allow natural light to flow in. A small wooden table displays decorative elements, enhancing the inviting atmosphere.

Home in Granby

Countryside Cape- Entire Home

4.93 out of 5 average rating, 100 reviews

The exterior of a rustic two-story home is surrounded by lush green grass and a variety of trees and flowering shrubs. The house features dark wooden siding and large windows, while a stone patio is visible in the background, framed by natural landscaping.

Home in Shelburne Falls

Buckland House - A World Apart

Guest suite in Easthampton

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.

4.92 out of 5 average rating, 259 reviews

The Floating Library: private hiker's hideaway