Location

Dates

Guests

Vacation rentals in Massachusetts, United States

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

Maushop Village Cottage

2 bedrooms·1½ baths

Mashpee • Massachusetts

$ 4.800,00 USD totaal voor 7 nachten

12–19 nov 2026

Game room with shuffle board, ski ball, air hockey and ping pong

Living Room and the Entertainment Center contains books, puzzles board games, smart television, and a robust record collection.

Epic Game Room - shuffleboard, airhockey, foosball, ping pong, xbox, wii and much more.......

Kitchen and Dining Area - Perfect for family and friend gatherings. Our favorite is to play board games at the table while friends watch the Bruins, Patriot's or Red Sox games at the TV in the living room!

* Game Room, Linens, Quiet St, Central AC/Heat

4 bedrooms·2 baths

Harwich • Massachusetts

5(362 reviews)

$ 1.063,73 USD totaal voor 3 nachten

12–15 nov 2026

Bedroom #1 Queen bed

Bedroom #2 with queen bed and crib

Boston's Jamaica Plain w/ parking, A/C, laundry

2 bedrooms·1 bath

Boston • Massachusetts

4.81(120 reviews)

$ 986,64 USD totaal voor 3 nachten

12–15 nov 2026

Welcome to Katama Delight of Martha's Vineyard

South facing sunny balconies and deck

Welcoming entry to our home, laundry area enclosed by glass doors (adjacent to the kitchen)

Cathedral ceiling great room; a bright and airy space with plentiful seating

Spacious and bright cathedral ceiling great room; sliding door to deck, lawn and garden

Katama Delight of Martha's Vineyard

4 bedrooms·3 baths

Edgartown • Massachusetts

$ 13.596,80 USD totaal voor 7 nachten

1–8 mei 2027

View of the Property

Berkshire vacation rental in a 10,000 acres forest

3 bedrooms·2 baths

Plainfield • Massachusetts

4.85(242 reviews)

$ 1.115,25 USD totaal voor 3 nachten

12–15 nov 2026

Welcome! The home has been family owned & loved since 1962. Lots of great memories have been shared here. I look forward to hosting you while you create your own special memories. Quick stroll to the

The popular West Island Town Beach is resident only BUT a beach pass comes with your reservation. Enjoy the quiet surf, views of the Elizabeth Islands, watch kite surfing, fishing boats, pleasure boat

Off Sconticut Neck, which is a pennisula, and within a short walking or driving distance are tiny beaches for your sunrise or sunset viewing.

Off Sconticut Neck, which is a pennisula, and within a short walking or driving distance are tiny beaches for your sunrise or sunset viewing.

Off Sconticut Neck, which is a pennisula, and within a short walking or driving distance are tiny beaches for your sunrise or sunset viewing.

Warm & Sunny All Year Round. Come Visit!

4 bedrooms·2 baths

Fairhaven • Massachusetts

4.73(75 reviews)

$ 1.032,75 USD totaal voor 3 nachten

12–15 nov 2026

7 person Artesian Grand Cayman hot tub with all the bells and whistles.

The living room has a gas fireplace, smart TV, and the couch can pull out for an extra bed for large groups.

The walk-out basement has a large screen smart TV, shuffleboard, magnetic dart board, pull-out couch, an ottoman that folds out into a single bed, a woodstove, and it all leads out to the hot tub. Free firewood is just outside the door.

Great spot to have your morning coffee and catch the morning sun.

Master bedroom with flat-screen smart TV, private bathroom including bathtub and shower, closet space, dressers, an LED wall mount fireplace, and a wall unit minisplit system for heating and cooling.

The Meadows House @ Otis Ridge w/ 7-person hot tub

3 bedrooms·2 baths

Otis • Massachusetts

4.84(204 reviews)

$ 936,53 USD $ 845,38 USD totaal voor 3 nachten

15–18 nov 2026

Cape Cod Classic Cottage Near Forest Beach image 1

Cape Cod Classic Cottage Near Forest Beach image 2

Cape Cod Classic Cottage Near Forest Beach image 3

Cape Cod Classic Cottage Near Forest Beach image 4

Cape Cod Classic Cottage Near Forest Beach image 5

Cape Cod Classic Cottage Near Forest Beach

2 bedrooms·1 bath

Chatham • Massachusetts

4.93(197 reviews)

$ 1.245,34 USD totaal voor 3 nachten

12–15 nov 2026

Bright, Spacious Bedroom

Bright and spacious room, comfy bed.

Cape Ann sunset (up the road at Plum Cove)

Quirky, Bright, Spacious Private Room Near Water

1 bedroom·1 bath

Gloucester • Massachusetts

5(17 reviews)

$ 552,00 USD totaal voor 3 nachten

12–15 nov 2026

Gorgeous Sandy Priscilla Beach on Cape Cod Bay

Front view of Decks2Sea in Priscilla Beach

Front view of Decks2Sea in Priscilla Beach

Large living room with 60" Smart TV and custom leather sofa with Queen Pull out

Decks2Sea

4 bedrooms·2½ baths

Plymouth • Massachusetts

5(201 reviews)

$ 4.796,60 USD totaal voor 3 nachten

12–15 nov 2026

Anchor's Away @ The Sail Loft!

Living room with dining table

Comfortable chair

View out windows to White Wharf

"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven

2 bedrooms·1 bath

Rockport • Massachusetts

4.87(143 reviews)

$ 1.160,10 USD totaal voor 3 nachten

12–15 nov 2026

Hygge House on Richmond Pond

Hygge House on Richmond Pond

Hygge House on Richmond Pond

Hygge House on Richmond Pond

Hygge House on Richmond Pond

Hygge House on Richmond Pond

3 bedrooms·2 baths

Richmond • Massachusetts

4.95(62 reviews)

$ 1.701,67 USD totaal voor 3 nachten

12–15 nov 2026

Sunset over the Berkshire Mountains in the distance.

Pastoral Hadley Land

Living room with 46" LED TV and Queen Pull out sofa.

Updated Entryway with Hardwood stairs.

Entryway View from front door

CountrySide close to Amherst, UMass and Noho!

4 bedrooms·2 baths

Hadley • Massachusetts

5(129 reviews)

$ 2.940,00 USD totaal voor 3 nachten

12–15 nov 2026

The Blooming Inn Front elevation summer view

Bridge of Flowers summer

2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.

1 bedroom·1 bath

Shelburne Falls • Massachusetts

5(4 reviews)

$ 340,76 USD totaal voor 3 nachten

15–18 nov 2026

Swifts Beach House

Swifts Beach House

Swifts Beach House

Swifts Beach House

Swifts Beach House

Swifts Beach House

4 bedrooms·1 bath

Wareham • Massachusetts

$ 897,00 USD totaal voor 3 nachten

12–15 nov 2026

The Captain Morse House

The Captain Morse House looking towards town

The Captain Morse House looking towards town

Large Lawn suitable for events

Captain Morse House

12 bedrooms·7 baths

Edgartown • Massachusetts

4.97(35 reviews)

$ 8.344,95 USD totaal voor 3 nachten

12–15 nov 2026

Private kitchen

Spectacular waterViewHome

2 bedrooms·2 baths

Bourne • Massachusetts

$ 1.615,00 USD totaal voor 3 nachten

30 nov – 3 dec 2026

Berkshire Farm Sanctuary-A home of love & kindness image 1

The long and winding driveway up to the house...
Aahhh, exhale...

It's a warm, cozy, wonderful life!

Christmas ready!

Cozy up with your loved ones in front of the fire!

Berkshire Farm Sanctuary-A home of love & kindness

3 bedrooms·2 baths

Hinsdale • Massachusetts

5(42 reviews)

$ 1.500,00 USD totaal voor 3 nachten

12–15 nov 2026

Relaxing morning walks on Priscilla Beach! Nothing like it!

Large property with great privacy

Captain's Cottage in Priscilla Beach

Updated kitchen with quartz counter tops, stainless steel appliances and beach-wood style tile floors.

NEW kitchen withttps://app.guesty.com/reservationsh quartz counter tops, stainless steel appliances and beach-wood style tile floors.

Beautiful PriscillaBeach Few Min. Walk to Beach!

2 bedrooms·1 bath

Plymouth • Massachusetts

4.81(36 reviews)

$ 1.284,55 USD totaal voor 3 nachten

12–15 nov 2026

Welcome to summer on Martha's Vineyard. We look forward to hosting you!

A long, tree‑lined shell drive leads to the home, creating a peaceful, private approach framed by mature trees.

Settle into the front‑porch swing and enjoy a peaceful moment with your morning coffee or a good book. A cozy, inviting spot to unwind and take in the day.

The barrel sauna creates a tranquil escape steps from the house. Perfect for relaxing after a long day.

A beautifully set spa offers a quiet place to soak and recharge, framed by gardens and the soft glow of natural light. There are two outdoor showers to use after the beach or to enjoy the outdoors!

Hidden Vineyard - 5bd, Heated Pool, Spa & Sauna

5 bedrooms·3½ baths

Edgartown • Massachusetts

5(31 reviews)

$ 24.822,26 USD totaal voor 7 nachten

23–30 mei 2027

The Blooming Inn Front elevation summer view

Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath

Balcony Room in Victorian Home private bath

1 bedroom·1 bath

Shelburne Falls • Massachusetts

5(6 reviews)

$ 399,11 USD totaal voor 3 nachten

15–18 nov 2026

Living Room
(Game Cabinet; Dogs Beds on Top)

'The Whale's Tail' ~ Dogs Welcome

3 bedrooms·2 baths

Yarmouth • Massachusetts

5(1 review)

$ 1.100,00 USD totaal voor 3 nachten

12–15 nov 2026

The Blooming Inn Front elevation summer view

Bridge of Flowers winter evening

Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath

1 bedroom·1 bath

Shelburne Falls • Massachusetts

4.8(5 reviews)

$ 375,77 USD totaal voor 3 nachten

14–17 nov 2026

Cape Cod Coastal Cottage Charm meets modern conveniences. Indulge yourself!

Kitchen has been completely redone and is fully stocked. Granite countertops, gas stove/oven, brisker, toaster oven, coffee maker, Keurig, french press, coffee bean grinder, grilling tools, pots/pans, basic spices, non-stick spray, etc.

Cape Cod Coastal Cottage Decor - be tastefully surrounded with the reason you are here! The Beach!

Cape Cod Coastal Cottage Decor - be tastefully surrounded with the reason you are here! The Beach!

Enclosed outdoor shower with hot/cold water.

Cape Cod Seagrass Cottage: Walk to Beach+Amenities

2 bedrooms·1 bath

Yarmouth • Massachusetts

5(1 review)

$ 3.422,06 USD totaal voor 7 nachten

23–30 dec 2026