Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Cape Getaway +EV Charger + Fire Pit +OutdoorShower

Cape Getaway +EV Charger + Fire Pit +OutdoorShower

3 bedrooms·2 baths
Falmouth • Massachusetts
5(21 reviews)

$1,427.45 USD $1,274.25 USD total for 3 nights

Oct 19 – 22, 2026

Living room
Living room with Open Beam ceiling
Couch
The most comfortable chair
Large Smart TV & Wifi

Sea Bird Suite

1 bedroom·1 bath
Marblehead • Massachusetts
4.88(41 reviews)

$1,737.66 USD total for 3 nights

Oct 23 – 26, 2026

This 3-bedroom, 2.5-bath home sits on a full acre in a quiet neighborhood, with plenty of space outside for kids to run and play.
The acre lot has plenty of room for tossing a football or a game of soccer.
Berkshires Fall Escape with Views & Cozy Fireplace image 3
Berkshires Fall Escape with Views & Cozy Fireplace image 4
Berkshires Fall Escape with Views & Cozy Fireplace image 5

Berkshires Fall Escape with Views & Cozy Fireplace

3 bedrooms·2½ baths
Great Barrington • Massachusetts
5(30 reviews)

$8,892.00 USD total for 32 nights

Nov 15 – Dec 17, 2026

Oceanside | Family Friendly Oceanfront Home
Oceanside | Family Friendly Oceanfront Home
Oceanside | Family Friendly Oceanfront Home
Oceanside | Family Friendly Oceanfront Home
Oceanside | Family Friendly Oceanfront Home

Oceanside | Family Friendly Oceanfront Home

4 bedrooms·2 baths
Scituate • Massachusetts
5(104 reviews)

$1,486.00 USD total for 4 nights

Oct 25 – 29, 2026

Serene Suite near Logan Intl/MBTA Airport station image 17
We are located on the downstairs floor unit.
Serene Suite near Logan Intl/MBTA Airport station image 2
Serene Suite near Logan Intl/MBTA Airport station image 3
Serene Suite near Logan Intl/MBTA Airport station image 4

Serenity Suite Homes

2 bedrooms·1 bath
Boston • Massachusetts
4.89(144 reviews)
$259 – $269/ night(excl. fees & taxes)
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 total for 3 nights

Oct 19 – 22, 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)

$409.62 USD total for 3 nights

Oct 19 – 22, 2026

Sea La Vie - Multifamily Home image 1
Sea La Vie - Multifamily Home image 39
Sea La Vie - Multifamily Home image 2
Sea La Vie - Multifamily Home image 17
Sea La Vie - Multifamily Home image 8

Sea La Vie - Multifamily Home

5 bedrooms·2 baths
Salisbury • Massachusetts
5(10 reviews)

$2,010.60 USD total for 3 nights

Oct 28 – 31, 2026

Spacious & Cozy Ground Floor 2/3 Bed private suite 5 minutes walk to the Bridge of Flowers
Spacious & Cozy Ground Floor 2/3 Bed private suite 5 minutes walk to the Bridge of Flowers
Spacious & Cozy Ground Floor 2/3 Bed private suite 5 minutes walk to the Bridge of Flowers
Spacious & Cozy Ground Floor 2/3 Bed private suite 5 minutes walk to the Bridge of Flowers
Spacious & Cozy Ground Floor 2/3 Bed private suite 5 minutes walk to the Bridge of Flowers

Spacious & Cozy Ground Floor 2/3 Bed private suite 5 minutes walk to the Bridge of Flowers

3 bedrooms·2 baths
Shelburne Falls • Massachusetts

$732.88 USD total for 3 nights

Oct 19 – 22, 2026

Living Room
Our Beach Area
Fully equipped Kitchen
Welcome to Salisbury Sea Breeze
Sea Breeze Guest Home

Sea Breeze Guest Home

2 bedrooms·1 bath
Salisbury • Massachusetts
5(9 reviews)

$2,513.25 USD total for 7 nights

Jun 3 – 10, 2027

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 total for 3 nights

Oct 19 – 22, 2026

The Captain Morse House
The Captain Morse House looking towards town
The Captain Morse House looking towards town
Back Pation
Large Lawn suitable for events

Captain Morse House

12 bedrooms·7 baths
Edgartown • Massachusetts
4.97(35 reviews)

$8,568.43 USD total for 3 nights

Oct 31 – Nov 3, 2026

Living area
Interior
Private kitchen
Living area
Room

Spectacular waterViewHome

2 bedrooms·2 baths
Bourne • Massachusetts

$1,615.00 USD total for 3 nights

Nov 30 – Dec 3, 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/ night(excl. fees & taxes)
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/ night(excl. fees & taxes)
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 total for 3 nights

Oct 19 – 22, 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)

$1,172.85 USD total for 3 nights

Oct 19 – 22, 2026

Charming exterior with lush greenery and welcoming lighting, your Cape Cod vacation haven from the moment you arrive.
Second-floor bathroom with a full bathtub and fresh towels, perfect for relaxing soaks after a day exploring Cape Cod.
Bright and spacious living room with plush seating and natural light, perfect for relaxing, family gatherings, or cozy nights during your Cape Cod getaway.
Cape Cod Getaway - 3BR/2BA Beach Pass Included
Cape Cod Getaway - 3BR/2BA Beach Pass Included

Cape Cod Getaway - 3BR/2BA Beach Pass Included

3 bedrooms·2 baths
Barnstable • Massachusetts
4.89(150 reviews)

$678.35 USD total for 3 nights

Oct 29 – Nov 1, 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 total for 7 nights

May 23 – 30, 2027

Private Beach view
Living Room
Deck view
Dinning room
Piano

Coastal Charm: Lobster Château

2 bedrooms·2 baths
Swampscott • Massachusetts

$1,424.10 USD total for 3 nights

Oct 26 – 29, 2026

Living room - sectional couch
Bedroom with airconditioner
Well appointed and comfortable
Living room
Beams on ceiling

The Sailor's Retreat

1 bedroom·1 bath
Marblehead • Massachusetts
5(5 reviews)

$1,096.98 USD total for 3 nights

Oct 19 – 22, 2026

The Blooming Inn Front elevation summer view
Living room
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)

$423.62 USD total for 3 nights

Nov 2 – 5, 2026

Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV
Cozy Beach Home w/ Firepit & EV

Cozy Beach Home w/ Firepit & EV

3 bedrooms·1 bath
Falmouth • Massachusetts

$1,087.97 USD $985.70 USD total for 3 nights

Oct 19 – 22, 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

$1,101.19 USD total for 3 nights

Oct 19 – 22, 2026