City View Bedroom – King Bed
Fantastic City View Seating
Bedroom – King Bed
Living Area – TV & Seating
Open Living Area

Front Row City Views: 1BR Suite with King Bed | Suite 3

1 bedroom·1 bath
Boston • Massachusetts

$1,403.44 USD total for 3 nights

Nov 7 – 10, 2026

Bedroom 1 – King Bed
Bedroom – King Bed & TV
Bedroom – King Bed
Bedroom 2 – Queen Bed
Bedroom – Queen Bed

Trendy 2BR Plus Family Getaway | Suite 4

2 bedrooms·1 bath
Boston • Massachusetts

$1,553.85 USD total for 3 nights

Oct 25 – 28, 2026

Cozy King Bedroom
Fantastic City View Seating from the large bay windows
Cozy King Bedroom with City View
Relaxing Den Area with Pull Out Seating
Relaxing Den Area – TV & Pull Out Seating

Cityscape 1BR Plus: King + Queen Pull-out | Suite 7

2 bedrooms·1 bath
Boston • Massachusetts

$1,210.63 USD total for 3 nights

Nov 1 – 4, 2026

Cozy King Bedroom
Cozy King Bedroom
Enjoy the view from the large bay windows in the sitting area
Relaxing Den Area with Pull Out Seating
Relaxing Den Area – TV & Pull Out Seating

Elegant 1BR Plus: Cityscape Views + King and pull out Queen| Suite 5

2 bedrooms·1 bath
Boston • Massachusetts

$1,356.94 USD total for 3 nights

Nov 2 – 5, 2026

Bedroom – King Bed
Bedroom – King Bed
Open Living Area
Open Living & Kitchen Area
Living Room – Sofa Bed

Luxury 1BR: Sleek Kitchen + City Charm | Suite 2

1 bedroom·1 bath
Boston • Massachusetts

$1,229.77 USD total for 3 nights

Nov 1 – 4, 2026

Bedroom – King Bed & Fantastic City View Seating
Cozy King Bedroom with TV
Bedroom 1 – King Bed & TV
Classy Bedroom Queen Bed
Open Living

Sleek Modern 2 Bed: King + Queen | Suite 6

2 bedrooms·1 bath
Boston • Massachusetts

$1,849.22 USD total for 3 nights

Nov 18 – 21, 2026

Bedroom – King Bed & Fantastic City View Seating
Cozy King Bedroom with TV
Cozy King Bedroom with TV
Classy Bedroom Queen Bedroom
Open Living Area

Family Cove: Quiet & Modern 2 bed | Suite 10

2 bedrooms·1 bath
Boston • Massachusetts

$1,620.85 USD total for 3 nights

Oct 28 – 31, 2026

Bedroom – King Bed & Fantastic City View Seating
Cozy King Bedroom with TV
Cozy King Bedroom with TV
Classy Queen Bedroom
Open Living Area

Modern Luxury 2BR | King + Queen | Suite 8

2 bedrooms·1 bath
Boston • Massachusetts

$1,834.18 USD total for 3 nights

Oct 27 – 30, 2026

Cozy King Bedroom
Amazing city views from the large bay windows in the sitting area
Cozy King Bedroom with City View
Modern Comfort Living Area – Pull Out Seating
Modern Comfort Living Area – TV & Pull Out Seating

Elegant 1BR Plus: Sky-High City Views + King | Suite 9

2 bedrooms·1 bath
Boston • Massachusetts

$1,365.16 USD total for 3 nights

Oct 30 – Nov 2, 2026

Cozy island cottage with everything you need!
Bright and airy living area to put your feet up and relax. Sofa opens up into a queen sleeper for extra sleeping capacity.
Cozy up island cottage - Near everything!
Full size stack washer and dryer for your use. Detergent provided.
Enjoy fresh coffee by the cup using K-cups or the ground coffee K-cup adapter.

Cozy up island cottage - Near everything!

1 bedroom·1 bath
Tisbury • Massachusetts
4.86(21 reviews)

$1,506.63 USD total for 3 nights

May 1 – 4, 2027

The Egret's Nest
The Egret's Nest
The Egret's Nest
The Egret's Nest
The Egret's Nest

The Egret's Nest

3 bedrooms·2 baths
Marshfield • Massachusetts

$1,019.00 USD total for 7 nights

Oct 20 – 27, 2026

Clean and convenient w/ patio! Walk to Boston highlights!
Clean and convenient w/ patio! Walk to Boston highlights!
Clean and convenient w/ patio! Walk to Boston highlights!
Clean and convenient w/ patio! Walk to Boston highlights!
Clean and convenient w/ patio! Walk to Boston highlights!

Clean and convenient w/ patio! Walk to Boston highlights!

1 bedroom·1 bath
Boston • Massachusetts

$1,031.46 USD total for 3 nights

Nov 8 – 11, 2026

Martha’s Vineyard Oasis, Hot Tub, Near It All!
Relax and unwind after a day at the beach or biking on the many bike paths.
Martha’s Vineyard Oasis, Hot Tub, Near It All!
Martha’s Vineyard Oasis, Hot Tub, Near It All!
Martha’s Vineyard Oasis, Hot Tub, Near It All!

Martha’s Vineyard Oasis, Hot Tub, Near It All!

3 bedrooms·2 baths
Tisbury • Massachusetts
4.9(21 reviews)

$2,075.50 USD total for 3 nights

Oct 20 – 23, 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 nights

Dec 23 – 26, 2026

Ruins of Ashintully, 1/4 mile walk up hill from the cottage
Ashintully Cottage, front view from Sodom Road.
Back view: cottage is across the street from the Ashintully Gardens.
Cottage is surrounded by land under conservation restriction, with hiking trails
Cottage is bright and filled with light from all directions.

Ashintully Cottage

4 bedrooms·3 baths
Tyringham • Massachusetts
5(45 reviews)

$1,426.95 USD total for 3 nights

Oct 20 – 23, 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 nights

Oct 25 – 28, 2026

Beautiful view of Ocean Park and the Pavilion from the 2nd floor public balcony.
Living room with spectacular views of Ocean Park and the beach beyond.
Heart of Oak Bluffs, Ocean Views, Walk Everywhere!
Fully equipped kitchen.
Master bedroom with king bed and private balcony overlooking Ocean Park with breathtaking ocean views.

Heart of Oak Bluffs, Ocean Views, Walk Everywhere!

2 bedrooms·1 bath
Oak Bluffs • Massachusetts
5(6 reviews)

$1,978.00 USD total for 3 nights

Oct 20 – 23, 2026

front of house from the road
The Beach House
wrap around porch
porch
view toward the water from the front porch

The Beach House

6 bedrooms·1½ baths
Falmouth • Massachusetts

$2,266.11 USD $1,236.06 USD total for 3 nights

Oct 20 – 23, 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 nights

Oct 20 – 23, 2026

Well lit entry way.
Hot tub, deck and outdoor shower.
Cozy living room with sectional and recliner.
Harwich Port Get a Way. Bring your Boat!
Dining area with additional folding table and chairs

Harwich Port Get a Way. Bring your Boat!

5 bedrooms·3 baths
Harwich • Massachusetts

$5,600.00 USD total for 7 nights

Oct 20 – 27, 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 nights

Mar 22 – 25, 2027

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 nights

Dec 23 – 30, 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 total for 3 nights

Nov 1 – 4, 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 total for 3 nights

Oct 20 – 23, 2026