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 gesamt für 7 Nächte

23.–30. Dez. 2026

PRIVATE BEACH Bay views image 1
Comfortable cottage with bay views on a private beach.
PRIVATE BEACH Bay views image 3
The view from your cottage. Bay views and Sunsets over the water.
Your private beach looking west

PRIVATE BEACH Bay views

2 bedrooms·1 bath
Brewster • Massachusetts
4.98(87 reviews)

1.950,00 $ USD gesamt für 3 Nächte

1.–4. Nov. 2026

Kitchen new floors 2024 New paint, all rooms are now pewter.
Living room 2024 All rooms are now pewter blue. Brown is gone.
2024-All new LVF flooring on the main level. All other pictures showing light wood are old. New pictures will be added June 2024 Please no high heels,please carry your suit cases thru the house. A broken wheel will scrape the flooring.
30 year old- Twenty feet tall Arborvitae shrubs Offering amazing privacy. New timber tec trex decking 2024 Looks like this decking in the picture, however, this picture is currently wood. New decking is mahogany composite. up dated pic June 2024
amazing gas grill

5 Bed Private House P-Town - Parking - Sleeps 10

5 bedrooms·2 baths
Provincetown • Massachusetts
4.97(64 reviews)

5.436,38 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

The Valley is known for our picturesque red tobacco barns and expansive cornfields.
Front Hallway into house
Entry as you walk in the door
60" Smart TV and Twin Day bed with Trundle
Brand New Kitchen with quartz countertops and all Brand New Stainless Steel appliances. Icemaker and water dispenser in the fridge.

Amherst, Perfect Location, UMass, Smith, MHC!

3 bedrooms·1 bath
Hadley • Massachusetts

1.475,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Nestled in scenic surroundings, just a heartbeat away from outdoor adventures
Spacious and vibrant, equipped for family entertainment and relaxation
Fire pit and Adirondack chairs in the yard
Dine al fresco on our spacious patio; perfect for enjoying morning coffee outdoors or evening conversations under the warm glow of our elegantly lit covered porch, a cozy spot for nightcaps
Sleek, modern kitchen equipped with state-of-the-art appliances and a spacious layout for culinary adventures

Berkshires Escape - ski, hike, museums, and more!

4 bedrooms·2 baths
Adams • Massachusetts
4.98(61 reviews)
$200/ Nacht(zzgl. Gebühren & Steuern)
Condo near Mass Moca
Condo near Mass Moca
Condo near Mass Moca
Condo near Mass Moca
Condo near Mass Moca

Condo near Mass Moca

3 bedrooms·2 baths
North Adams • Massachusetts
4.83(6 reviews)

1.320,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Entrance
Sun Room
Front Entrance Spring 2025
Sunroom entrance
Kitchen

Holly Tree Haven

3 bedrooms·1 bath
Oak Bluffs • Massachusetts

3.258,45 $ USD gesamt für 5 Nächte

30. Juli – 4. Aug. 2027

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)

985,00 $ USD gesamt für 3 Nächte

25.–28. Okt. 2026

Main Enteance
Enclosed Porch
AT THE CORNER
Deck, Bbq Grill, & Porch
Up Stairs Loft

WALK to WELLFLEET’s INDIAN NECK BEACH

3 bedrooms·2 baths
Wellfleet • Massachusetts
$275/ Nacht(zzgl. Gebühren & Steuern)
Beautiful, inviting, and classic but modern.
Chef's kitchen, fully equipped. Gas stove.
Open plan.
Comfortable communal dining.
Dining outdoors, either on the deck or at the firepit.

The Map House - Modern Wellfleet Vacation

3 bedrooms·2 baths
Wellfleet • Massachusetts
5(3 reviews)

1.745,36 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Charming Family-Friendly, 3+ Bedroom, Farmhouse
Sunny kitchen with water filter on fridge and new stove in 2022. See other photos for close up of the new stove.
Charming Family-Friendly, 3+ Bedroom, Farmhouse
Bertazzoni gas range and electric oven installed in 2022 with superfast boil and pizza setting on the oven.
Sunny bright cook's kitchen is a delight to use. You'll find spices, gadgets, Kitchenaid mixer, blenders etc. New Bertazzoni gas range ‘22

Charming Family-Friendly, 3+ Bedroom, Farmhouse

4 bedrooms·2 baths
Orleans • Massachusetts
4.97(39 reviews)

3.783,50 $ USD gesamt für 4 Nächte

23.–27. Okt. 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
Watch TV
Listen to music
Chat with your friends and family

Nantucklet

3 bedrooms·2 baths
Nantucket • Massachusetts
4.96(23 reviews)

4.237,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

After a day on the slopes, head straight to John Harvard’s. Just upstairs, no driving, no cooking, just comfort, delicious food, and crackling warmth.
Just steps from the slopes, our building sits at the base of Jiminy Peak’s 45 ski trails. Ski-in/ski-out convenience all winter long.
Winter at Jiminy Peak: Slopes, Skiers & Fireside Warmth. Ski-in/ski-out convenience meets cozy aprs-ski vibes.
Spacious bedroom/King Bed with New Mattress & Natural Light
Comfortable Open Floor Plan - Great for Long Stays!

Ski-in/Ski-out 1BR Condo at Jiminy Peak

1 bedroom·1 bath
Hancock • Massachusetts

3.000,00 $ USD gesamt für 30 Nächte

7. März – 6. Apr. 2027

Casa Castor • Private Room 3
Casa Castor • Private Room 3
Casa Castor • Private Room 3
Casa Castor • Private Room 3
Casa Castor • Private Room 3

Casa Castor • Private Room 3

1 bedroom·1 bath
Chelsea • Massachusetts

373,89 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

our place from the beach
full bath
twin beds, back left
Beach Bridge
House front from yard

Beach Bridge

3 bedrooms·1 bath
Gloucester • Massachusetts

4.235,00 $ USD gesamt für 7 Nächte

23.–30. Okt. 2026

Thompson House Cape Cod
Thompson House Cape Cod
Thompson House Cape Cod
Thompson House Cape Cod
Full kitchen

Thompson House Cape Cod

2 bedrooms·1 bath
Yarmouth • Massachusetts
3(2 reviews)

3.815,69 $ USD gesamt für 7 Nächte

23.–30. Okt. 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)

4.495,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Studio in Heart of Beacon Hill (Downtown Boston)
Studio in Heart of Beacon Hill (Downtown Boston)
Studio in Heart of Beacon Hill (Downtown Boston)
Studio in Heart of Beacon Hill (Downtown Boston)
Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

1 bedroom·1 bath
Boston • Massachusetts

1.113,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Casa Castor • Private Room 1
Casa Castor • Private Room 1
Casa Castor • Private Room 1
Casa Castor • Private Room 1
Casa Castor • Private Room 1

Casa Castor • Private Room 1

1 bedroom·1 bath
Chelsea • Massachusetts

373,89 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Casa Castor • Private Room 2
Casa Castor • Private Room 2
Casa Castor • Private Room 2
Casa Castor • Private Room 2
Casa Castor • Private Room 2

Casa Castor • Private Room 2

1 bedroom·1 bath
Chelsea • Massachusetts

373,89 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Berkshires Cottage | Trails & Water Nearby
Berkshires Cottage | Trails & Water Nearby
Berkshires Cottage | Trails & Water Nearby
Berkshires Cottage | Trails & Water Nearby
Fully stocked eat-in kitchen

Berkshires Cottage | Trails & Water Nearby

2 bedrooms·1 bath
Monterey • Massachusetts

756,39 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Jiminy Peak Slopeside Getaway • Ski & Adventure
Jiminy Peak Slopeside Getaway • Ski & Adventure
Jiminy Peak Slopeside Getaway • Ski & Adventure
Jiminy Peak Slopeside Getaway • Ski & Adventure
Jiminy Peak Slopeside Getaway • Ski & Adventure

Jiminy Peak Slopeside Getaway • Ski & Adventure

2 bedrooms·2 baths
Hancock • Massachusetts

814,70 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Luxurious Villa in the heart of Capecod
Luxurious Villa in the heart of Capecod
Luxurious Villa in the heart of Capecod
Luxurious Villa in the heart of Capecod
Luxurious Villa in the heart of Capecod

Luxurious Villa in the heart of Capecod

5 bedrooms·5 baths
Barnstable • Massachusetts

2.500,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Back of house, private deck & wooded property
Teak dining table with umbrella
Front of house
Living Room
Living room

Gorgeous Cape with Deck Close to Ponds and Ocean

3 bedrooms·2 baths
Wellfleet • Massachusetts

3.614,63 $ USD gesamt für 7 Nächte

23.–30. Okt. 2026