Location

Dates

Guests

Vacation rentals in Oak Bluffs, Massachusetts, United States

Private kitchen

Spectacular waterViewHome

2 bedrooms·2 baths

Bourne • Massachusetts

1.615,00 $ USD total for 3 nætter

30. nov.–3. dec. 2026

Fully Renovated 3-Bedrooms 2-Baths W/En-suite.

Fully Renovated 3-Bedrooms 2-Baths W/En-suite.

Fully Renovated 3-Bedrooms 2-Baths W/En-suite.

Fully Renovated 3-Bedrooms 2-Baths W/En-suite.

Fully Renovated 3-Bedrooms 2-Baths W/En-suite.

Fully Renovated 3-Bedrooms 2-Baths W/En-suite.

3 bedrooms·2 baths

Yarmouth • Massachusetts

$250/ nat(exkl. gebyrer & skatter)

Ample backyard seating

Outdoor patio with seating area

Swan Pond is located within 0.5 miles from the house or 10 minutes walk!

Front of the house with a driveway that accommodates 2 cars

Kids are having so much fun at Swan Pond. 10 mins walk from the house.

Great Location, Yarmouth Beaches, Fenced-in yard!

2 bedrooms·1 bath

Yarmouth • Massachusetts

$180/ nat(exkl. gebyrer & skatter)

Little Elm Cottage image 1

Little Elm Cottage image 2

Little Elm Cottage image 3

Little Elm Cottage image 4

Little Elm Cottage image 5

Little Elm Cottage

2 bedrooms·1 bath

Dartmouth • Massachusetts

5(11 reviews)

1.035,00 $ USD total for 3 nætter

13.–16. 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 total for 3 nætter

9.–12. nov. 2026

The Freedom HOME from HOME

The Freedom HOME from HOME

The Freedom HOME from HOME

The Freedom HOME from HOME

The Freedom HOME from HOME

The Freedom HOME from HOME

3 bedrooms·1 bath

New Bedford • Massachusetts

4(1 review)

671,56 $ USD 621,84 $ USD total for 3 nætter

22.–25. mar. 2027

New mid century modern style furniture with oceanfront views from the living room

Oceanfront cottage on a private beach

Your own private path to the beach

You can't get any closer to the your own private beach!

Beach chairs are provided! Ready for you to step out of your car and right onto the beach! No parking worries, always cold beverages and quick access to your own bathroom. A++ Beach towels are not provided.

Sand Castle Drive ~ Oceanfront with Private Beach

2 bedrooms·1 bath

Sandwich • Massachusetts

4.93(28 reviews)

$406/ nat(exkl. gebyrer & skatter)

Enjoy a cozy dining room with a classic wooden table and chairs, perfect for meals and gatherings. The space is brightened by natural light and accented with houseplants and vintage decor, offering a warm, inviting atmosphere.

A warm and inviting dining space with classic wooden furniture, ideal for family meals or casual dining. The traditional décor, including a china cabinet and floral accents, adds a homey touch.

Furnished, Flexible & Fully Stocked for Long Stays image 3

Furnished, Flexible & Fully Stocked for Long Stays image 4

Furnished, Flexible & Fully Stocked for Long Stays image 5

Furnished, Flexible & Fully Stocked for Long Stays

1 bedroom·1 bath

Dartmouth • Massachusetts

4.93(14 reviews)

480,00 $ USD total for 3 nætter

10.–13. nov. 2026

Spacious Retreat for Relaxation

Spacious Retreat for Relaxation

Spacious Retreat for Relaxation

Spacious Retreat for Relaxation

Spacious Retreat for Relaxation

Spacious Retreat for Relaxation

4 bedrooms·3 baths

Yarmouth • Massachusetts

880,00 $ USD total for 3 nætter

22.–25. nov. 2026

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

3 bedrooms·1 bath

Dennis • Massachusetts

1.970,64 $ USD total for 4 nætter

1.–5. apr. 2027

Cozy Coastal Retreat West Dennis - 13

Cozy Coastal Retreat West Dennis - 13

Cozy Coastal Retreat West Dennis - 13

Cozy Coastal Retreat West Dennis - 13

Cozy Coastal Retreat West Dennis - 13

Cozy Coastal Retreat West Dennis - 13

3 bedrooms·1 bath

Dennis • Massachusetts

Thompson House Cape Cod

Thompson House Cape Cod

Thompson House Cape Cod

Thompson House Cape Cod

Thompson House Cape Cod

2 bedrooms·1 bath

Yarmouth • Massachusetts

3(2 reviews)

3.815,69 $ USD total for 7 nætter

9.–16. nov. 2026

Coastal Cape Cod Cottage Charm. Unwind after a long day at the beach and sightseeing - comfortable seating and smart TV.

Thoughtfully curated with amenities that will leave you feeling relaxed with everything you need and more!

Dining for 4 both inside and out (picnic table with umbrella) with cooking supplies for making meals on the stove, in the oven or on the grill!

Beach Grass Cottage has been totally remodeled with guest comfort in mind!

Kitchen has stove, oven, microwave, fridge/freezer, coffee maker, and kitchen items to cook either inside our out!

Cape Cod Beachgrass Cottage - Walk to Beach+ !!

2 bedrooms·1 bath

Dennis • Massachusetts

5(6 reviews)

1.001,44 $ USD total for 3 nætter

23.–26. dec. 2026

Living room with plenty of windows/light! Smart TV and some games/books.

Smart TV in the living room. Please bring your own passwords.

Cape Cod Romantic Getaway *Walk to Beach, Fire Pit

Bedroom with Queen bed, charging ports, dressers Smart TV and electric wall fireplace (not shown). We also changed out the fabric headboard to non-fabric.

Full bathroom with shower (there’s also an outdoor shower).

Cape Cod Romantic Getaway *Walk to Beach, Fire Pit

1 bedroom·1 bath

Dennis • Massachusetts

2.203,17 $ USD total for 7 nætter

23.–30. dec. 2026

Front entrance on Angola street

Mid level entrance with stairs to back terrace

Dinning area and kitchen. Open floor plan 2nd floor

Mid level entrance - up to living room down to 1st floor suite.

Dining area - 2nd floor- doors to back terrace and keypad lock

Charming home tucked on a lovely lane - 10 min walk to main street

4 bedrooms·3 baths

Nantucket • Massachusetts

4.550,00 $ USD total for 3 nætter

9.–12. nov. 2026

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

Walk to everything in town - no car needed!

3 bedrooms·1 bath

Nantucket • Massachusetts

4.94(17 reviews)

3.695,00 $ USD total for 3 nætter

9.–12. nov. 2026

Welcome to "Nantucklet," in the heart of Nantucket town!

The living room has a beam in the celiling with writings from the 1800's

Listen to music

Chat with your friends and family

Nantucklet

3 bedrooms·2 baths

Nantucket • Massachusetts

4.96(23 reviews)

3.830,00 $ USD total for 3 nætter

9.–12. 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)

935,81 $ USD total for 3 nætter

9.–12. nov. 2026

2 minute Walk to beach and town (from our quiet dead-end road) through charming "Campground" neighborhood

Easy stroll to the warm waters of Nantucket Sound beach

Awesome beach at the end of the street!

Pottery Barn Kitchen table seats six

The Breakfast bar raea seats 4

Harwichport Walk to Beach & Town

4 bedrooms·2½ baths

Harwich • Massachusetts

5(6 reviews)

2.806,48 $ USD total for 3 nætter

29. maj–1. jun. 2027

Luxury Getaway with Hot Tub!

Luxury Getaway with Hot Tub!

Luxury Getaway with Hot Tub!

Luxury Getaway with Hot Tub!

Luxury Getaway with Hot Tub!

Luxury Getaway with Hot Tub!

4 bedrooms·3 baths

Harwich • Massachusetts

1.742,07 $ USD total for 3 nætter

9.–12. nov. 2026