Location

Dates

Guests

Vacation rentals in Massachusetts, United States

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)

$ 1.689,31 USD $ 1.496,85 USD totaal voor 3 nachten

25–28 sep 2026

Living room with Open Beam ceiling

The most comfortable chair

Large Smart TV & Wifi

Sea Bird Suite

1 bedroom·1 bath

Marblehead • Massachusetts

4.88(40 reviews)

$ 1.282,53 USD totaal voor 3 nachten

5–8 okt 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)

$ 15.447,00 USD totaal voor 57 nachten

26 dec 2026 – 21 feb 2027

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)

$ 1.806,00 USD totaal voor 4 nachten

4–8 okt 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)

$ 916,48 USD totaal voor 3 nachten

2–5 nov 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)

$ 1.843,05 USD totaal voor 3 nachten

11–14 okt 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

25–28 sep 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)

$ 423,62 USD totaal voor 3 nachten

18–21 okt 2026

Bedroom 1 -Queen Bed

The Waterline

2 bedrooms·1 bath

Rockport • Massachusetts

$ 1.143,95 USD totaal voor 3 nachten

31 okt – 3 nov 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

$ 890,42 USD totaal voor 3 nachten

25–28 sep 2026

Sunny 1st floor unit with views

Smart TV in living room for streaming

Leather arm chairs

The Orca

2 bedrooms·1 bath

Rockport • Massachusetts

$ 1.000,58 USD totaal voor 3 nachten

3–6 nov 2026

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 totaal voor 7 nachten

3–10 jun 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

$249 – $449/ nacht(excl. kosten & belastingen)

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)

$ 7.988,57 USD totaal voor 3 nachten

28 sep – 1 okt 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/ nacht(excl. kosten & belastingen)

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/ nacht(excl. kosten & belastingen)

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)

$500/ nacht(excl. kosten & belastingen)

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)

$3.000 – $4.000/ nacht(excl. kosten & belastingen)

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)

$ 713,00 USD totaal voor 3 nachten

3–6 okt 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)

$ 1.228,70 USD totaal voor 3 nachten

3–6 okt 2026

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)

$ 711,87 USD totaal voor 3 nachten

8–11 okt 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

$ 1.316,17 USD $ 1.179,65 USD totaal voor 3 nachten

25–28 sep 2026

Private Beach view

Coastal Charm: Lobster Château

2 bedrooms·2 baths

Swampscott • Massachusetts

$ 1.295,12 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Living room - sectional couch

Bedroom with airconditioner

Well appointed and comfortable

Beams on ceiling

The Sailor's Retreat

1 bedroom·1 bath

Marblehead • Massachusetts

5(4 reviews)

$ 1.100,48 USD totaal voor 3 nachten

27–30 sep 2026