
Vacation rentals with beach access in Pioneer Valley
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Top-rated beach access rentals in Pioneer Valley
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

House Above the Hollow
A lovely peaceful spot set in the beautiful rolling hills of Conway Massachusetts, overlooking historic Pumpkin Hollow. In close proximity to Shelburne Falls, Deerfield, Greenfield, Amherst and Northampton along with the local ski resort Berkshire East. There are many sights, country roads, trails to explore, along with many varied excellent restaurants to enjoy. "One of the most peaceful, scenic places I've ever stayed. You can really hear yourself think." Kathy Connolly Old Sabyrook CT.

Sunny Chalet Nestled in the Woods of Ashfield
Need some time to recharge surrounded by nature? Whether a group of friends, family or a wedding party - this property will suit all your needs. Access to hiking right out the door and loads of recreational activities such as skiing, swimming, biking. Our high speed WiFi and TV support streaming. Curl up on the couch and bask in the sunlight through the windows. Read a book by the fire. Gaze up at the stars and moon from the deck. Share a meal. A perfect spot for a retreat or family gathering.

Whole place,staycation,3 bedrooms, spacious area
ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Lake Wyola House Shutesbury Massachusetts
Bright, airy recently remodeled three Bedroom lakefront home on Lake Wyola. Most rooms have a Lake View. Beds and bedding are new, each bedroom has a ceiling fan. A super place to make awesome memories. Perfect for a family vacation or romantic getaway. (6 people, two cars max) Close to local colleges, Amherst, Northampton and many attractions. Comfortable and relaxing. Big Screen TVs in the living room and master bedroom. Cable and Wifi. Full kitchen, washer & dryer. Sorry no pets.

Netherwood - North Adams Guest House with Views
Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Cozy Cottage in the Berkshires
Come and enjoy our "happy place" year round! Our cozy, neat as a pin cottage is located in the beautiful Berkshires with gorgeous Ashmere lake views, spectacular flower beds and beach/lake access. Summer, fall, winter or spring, the cottage welcomes you, complete with a gift basket and fresh flowers. Enjoy the view of the lake off the spacious deck or play games in the grassy yard complete with fire pit for roasting marshmallows. Waterfront is only a minute or two walking distance away.

Lake front retreat - Stylish Berkshire home
Absolute privacy! Escape to this beautifully renovated mid-century home w/ 4 bedrooms on Long Bow Lake. Featuring stylish wood floors & modern design, the cozy dining room boasts a gas fireplace. This family-friendly retreat offers exclusive lake frontage complete w/ a dock & 4 kayaks for endless fun! Enjoy serene moments on the screened porch, fire up the Weber grill, or challenge each other to ping pong. Located just 20 mins from Downtown Lee, outlets, hikes, & Otis Ridge skiing

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules n and surrounded by nature! Private Great WIFI! Close to quaint ski resorts n dispensaries

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)

Hilltown Cabin Hideaway: A River Runs Through It!
Rediscover peace in the Hilltowns of Western Mass. Charming 3BR cabin in nature, with full kitchen, bath, laundry, TV and Wifi! Relax in a serene, wild and beautiful place. Cook a meal with friends. Take a riverside hike, or explore an Old Growth Forest nearby. Go fishing. Watch fireflies. Jump in a swimming hole. Lie in the meadow. Watch the clouds. Enjoy the Hot Tub for two. *Breath the free air again!*

The Photographer's Hut: A Sweetwater Stay
The Photographer's Hut is the twin to the Writers Retreat. Fitted with two porches, space for four guests, and decorated with photography memorabilia and antique cameras. A beautiful spot ideal for daydreaming and looking out onto the serenity of the pond. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.

2 bedroom Glamorous Waterfront Home
Convenient home by the lakeside. Close to all amenities, beaches, plaza and mall! Local attractions to consider: Forest park, The amazing world of Dr Seuss, Springfield Amory National Historic Site, Zoo in Forest Park and education center, MGM casino, Titanic museum, Six Flags, Basketball hall of fame, and many more. There is a path to the pond. Note: Unfortunately, there is no private beach.
Popular amenities for Pioneer Valley beach access rentals
Apartment rentals with beach access

Beautiful lake side getaway, quiet.

Enjoy every season the Berkshires have to offer.

Lakeside Getaway

Lakefront Orange Vacation Rental - Pet Friendly!

1st Floor The Inn at Highland Lake

Getaway for a weekend! Close to Ski Sundown.

2nd Floor The Inn at Highland Lake

Downtown | Waterfront | Walk to Shops
House rentals with beach access

Moonstone Lake House – romantic, serene, fun!

Lake - King - Gym - Kayak - Fire Pit - Pets Allowed - WD

Berkshires Cottage | Trails & Water Nearby

Berkshires Lakefront Stylish Retreat w/Gameroom

Four Season Cozy Cottage on Lake Mattawa

D. Chief's Lodge Cheerful Cabin at the Camp

Amazing lake home w/ amenities.

Hot Tub, Canoe, Hike, Dog Friendly, Berkshires!
Other vacation rentals with beach access

Private Lakefront Home with Beach

My Lake House w/dock and kayaks

Secluded Retreat on 22 Acres - Ponds, Hot Tub, A/C

Berkshire Cabin by Lake Ashmere

Corkscrew: Lakeside Cozy Cottage in Warwick, MA

Cozy Cottage on the Lake

Lakefront Lovely Cottage

Private Lakehouse in the heart of the Berkshires
Destinations to explore
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- Pet-friendly rentals Pioneer Valley
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- Rentals with beach access Massachusetts
- Rentals with beach access United States
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Catamount Mountain Ski Resort
- Bushnell Park
- Brimfield State Forest
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Taconic State Park
- Wintonbury Hills Golf Course
- Mount Snow Ski Resort
- Dinosaur State Park
- Hartford Golf Club
- Bright Nights at Forest Park
- Mount Tom State Reservation
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Beartown State Forest
