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Vacation rentals with beach access in Pioneer Valley

Find and book unique beach access rentals on Airbnb

Top-rated beach access rentals in Pioneer Valley

Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

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Cottage in Shutesbury

4.93 out of 5 average rating, 197 reviews

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 bed room 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 livingroom and master bedroom. Cable and Wifi. Full kitchen, washer & dryer. Sorry no pets.

Oct 8 – 15

G$44,299 GYD per night

Apartment in Woodstock Valley

4.93 out of 5 average rating, 339 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Summer is around the corner. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. The sunrises are breathtaking. Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the moon & stars. BBQ propane grill. Enjoy scenic walks around both lakes . Enjoy swimming, a boat ride, bird sightings, nature’s finest. A few dates remain available, welcome !!

Apr 24 – May 1

G$34,024 GYD per night

Guest suite in Granby

4.9 out of 5 average rating, 121 reviews

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.

Dec 30 – Jan 6

G$22,584 GYD per night

Home in Becket

4.93 out of 5 average rating, 118 reviews

Lake front retreat - Stylish Berkshire home

Drive down a lovely country wooded road to this renovated 4 bedroom mid century home on Long Bow Lake. The house has wood floors throughout & hip design. Gas fireplace in the dining room. This will be a home for the family to enjoy. We have our own private lake frontage that includes a dock & 4 kayaks. Enjoy the screened in porch, Weber gas grill, ping pong table & games. The area is quiet & peaceful only 20 minutes from Downtown Lee, Outlets, fabulous hikes & minutes from skiing Otis Ridge.

Nov 22 – 29

G$78,842 GYD per night

Home in Vernon

4.99 out of 5 average rating, 115 reviews

Luxe Bolton Lake!

Private lakefront retreat. Relax and savor the tranquil vistas of picturesque Middle Bolton Lake while enjoying stylish comfort in our 2000+ sq. ft. 3 bedroom/3 bathroom architecturally-designed home. Amenities include expansive waterfront, outdoor jacuzzi, gorgeous master bedroom suite w/ private en suite bath, boutique toiletries, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, wifi, large deck, fire pit, kayaks, vintage canoe and much more. Come make lasting memories.

Aug 25 – Sep 1

G$126,711 GYD per night

Cottage in Orange

4.94 out of 5 average rating, 132 reviews

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

Apr 26 – May 3

G$25,107 GYD per night

Home in Monterey

4.93 out of 5 average rating, 116 reviews

Perfect Berkshire getaway.Cozy cottage.Great wifi.

Family-friendly rustic modern getaway set on 4 acres in the beautiful Berkshires. Escape the city and work using our fiber internet, or just come relax and read a book by the fire. Spend time in the great outdoors skiing at Butternut, hiking at Bob's Way or taking in a cultural event at Tanglewood or Jacobs Pillow. 15 minutes to Great Barrington, Lee and Lenox. 5 minutes to Otis Ridge ski, 15 minutes to Butternut and 25 to Catamount there is always something to do.

Sep 6 – 13

G$28,596 GYD per night

Cottage in Becket

4.95 out of 5 average rating, 131 reviews

Cozy lakeside cottage

Two-bedroom cottage on the lake with a dock nestled in the woodsy Sherwood Forest Community. Relax with the whole family at our quiet and peaceful oasis. You can swim, fish, kayak, and canoe in the water right from our private beach. Great place for a lakeside campfire at night. Our dock is perfectly situated for practicing yoga, meditation or quiet contemplation. Please note that accessing the house as well as getting down to the dock requires climbing stairs.

Nov 20 – 27

G$55,340 GYD per night

Cottage in Becket

4.94 out of 5 average rating, 238 reviews

BERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.

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)

Jun 21 – 28

G$39,866 GYD per night

Cabin in Petersburg

4.91 out of 5 average rating, 187 reviews

Cozy Retreat in the Trees

Time travel to 1958 in this architectural gem! This mid-century modern glass and wood cabin is 300 yards away from a charming small lake. The house is NOT on the lake itself, but it is surrounded by trees in a lovely secluded spot. The only heat is a wood stove... but there is a 4-person cedar barrel sauna in the woods that is electric. A classic 1952 Spartanette travel trailer serves as an extra bedroom. This is a true retreat for romance and adventure.

Jun 3 – 10

G$33,696 GYD per night

Cottage in Orange

4.95 out of 5 average rating, 198 reviews

The Fishing Cottage: A Sweetwater Stay

Located on the shore of Tully Pond, The Fishing Cottage is a newly designed vacation home with breathtaking views of Tully Mountain. This 4-season Cottage has real salvaged barn wood walls; up-cycled maple floors and one-of-a kind scratch built furniture and lighting fixtures. The deconstructed architecture leaves exposed the electrical conduit and copper plumbing pipes, making the cottage feel alive and organic.

Apr 14 – 21

G$25,402 GYD per night

Cottage in Sturbridge

4.93 out of 5 average rating, 123 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.

Oct 9 – 16

G$51,058 GYD per night

Vacation rentals for every style

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Quaint homes, peaceful surroundings

Popular amenities for Pioneer Valley beach access rentals

Free parking on premises

Air conditioning

Apartment rentals with beach access

Apartment in Wilmington

4.91 out of 5 average rating, 109 reviews

Globetrotter Retreat too - Minutes to the Mountain

Apr 28 – May 5

G$21,201 GYD per night

Apartment in Newfane

4.97 out of 5 average rating, 406 reviews

Rock River Retreat: Pets Welcome

Dec 1 – 8

G$32,277 GYD per night

Apartment in Newfane

4.85 out of 5 average rating, 124 reviews

Apartment at Five Ferns

May 20 – 27

G$16,981 GYD per night

Apartment in New Lebanon

4.95 out of 5 average rating, 128 reviews

Sunny Duplex at the old boarding house

Sep 16 – 23

G$28,653 GYD per night

Apartment in Conway

5.0 out of 5 average rating, 42 reviews

House Above the Hollow

Jan 12 – 19

G$24,703 GYD per night

Apartment in Brattleboro

4.99 out of 5 average rating, 76 reviews

River View apartment 30 minutes to Mt Snow.

Jul 14 – 21

G$28,277 GYD per night

Apartment in Otis

4.97 out of 5 average rating, 61 reviews

Enjoy every season the Berkshires have to offer.

Aug 20 – 27

G$35,957 GYD per night

Apartment in Coventry

5.0 out of 5 average rating, 51 reviews

Hide Away at Rock Farm UConn Private BnB “5 Star”

Apr 26 – May 3

G$27,382 GYD per night

House rentals with beach access

Home in Coventry

5.0 out of 5 average rating, 105 reviews

Waterfront 10 min to Uconn outdoor tv gas fire pit

Dec 10 – 17

G$46,342 GYD per night

Home in Coventry

4.94 out of 5 average rating, 163 reviews

Cozy Cottage * Coventry Lake* 15 min to UConn *

Mar 28 – Apr 4

G$34,317 GYD per night

Home in Sturbridge

4.96 out of 5 average rating, 174 reviews

Modern Lakeview House -Chef's Kitchen, Strong Wifi

Aug 20 – 27

G$43,827 GYD per night

Home in Becket

4.87 out of 5 average rating, 289 reviews

Real Estate:Therapy - Lake, Laundry, Love it

Sep 4 – 11

G$43,970 GYD per night

Home in Newfane

4.97 out of 5 average rating, 115 reviews

Peaceful cabin close to skiing & Brattleboro

Apr 13 – 20

G$64,544 GYD per night

Home in Sharon

4.93 out of 5 average rating, 138 reviews

Mother's Day! Charming Farmhouse Group Getaway

Apr 21 – 28

G$44,975 GYD per night

Home in Lenox

4.87 out of 5 average rating, 130 reviews

Colonial House, w/Yard,7min walk to Downtown Lenox

Apr 27 – May 4

G$61,134 GYD per night

Home in West Stockbridge

4.87 out of 5 average rating, 102 reviews

Peaceful Stockbridge Cabin in the Woods

May 14 – 21

G$57,230 GYD per night

Destinations to explore