Guesthouse vacation rentals in Martha's Vineyard

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Martha's Vineyard

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Barnstable
Modern Fireplaced Carriage House with Beach Permit
Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.
Mar 8 – 15
$298 per night
5.0 out of 5 average rating, 110 reviews
Guest favorite
Guesthouse in Falmouth
Wooded studio apartment in Woods Hole village
A one-room studio apartment behind our main house is the perfect place for someone visiting Woods Hole village. It works for one guest or a couple. Please note the apartment is located directly behind the main house. COVID-19 UPDATE: Our cleaning crew is now following the enhanced cleaning checklist recently suggested by AirBnb to further clean and disinfect between stays. Given that many bookings were made prior to the outbreak, a 24-hour break has not always been possible between visits.
Nov 25 – Dec 2
$102 per night
4.9 out of 5 average rating, 232 reviews
Guest favorite
Guesthouse in Falmouth
Quaint Cape Cod Cottage
Quaint cottage on Cape Cod, perfect for a last minute getaway. Amazing location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within WALKING DISTANCE! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.
Aug 6 – 13
$310 per night
4.88 out of 5 average rating, 154 reviews

Popular amenities for Martha's Vineyard guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Sagamore Beach
The Guest House
Nov 9 – 16
$213 per night
4.99 out of 5 average rating, 300 reviews
Guest favorite
Guesthouse in Edgartown
THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER
Jan 24 – 31
$240 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Guesthouse in Chilmark
4-Season Guest House on Historic Chilmark Estate
Mar 23 – 30
$200 per night
4.99 out of 5 average rating, 77 reviews
Guest favorite
Guesthouse in Oak Bluffs
Mermaid Cottage
Jan 14 – 21
$350 per night
4.99 out of 5 average rating, 73 reviews
Superhost
Guesthouse in Edgartown
Marthas Vineyard 1BR Cottage 10 min to beach/town
Jul 7 – 14
$400 per night
4.73 out of 5 average rating, 44 reviews
Guest favorite
Guesthouse in Barnstable
Osterville Guest House
Jan 17 – 24
$203 per night
4.89 out of 5 average rating, 45 reviews
Guest favorite
Guesthouse in Hyannis
2 bdrm unit, stairs 4 nights min, pool, no meals
Nov 11 – 18
$195 per night
4.86 out of 5 average rating, 44 reviews
Guesthouse in Plymouth
A peaceful retreat on Cape Cod Bay
Feb 10 – 17
$95 per night
4.78 out of 5 average rating, 181 reviews
Guest favorite
Guesthouse in Vineyard Haven
West Chop Cottage + Beach Access
Apr 19 – 26
$410 per night
4.94 out of 5 average rating, 125 reviews
Guesthouse in Boston
Boston’s Luxury Cellar Apartment, Comfy & Cozy
Aug 14 – 21
$125 per night
4.78 out of 5 average rating, 116 reviews
Guest favorite
Guesthouse in Falmouth
COZY GUESTHOUSE
Feb 4 – 11
$241 per night
4.71 out of 5 average rating, 63 reviews
Guest favorite
Guesthouse in Little Compton
Charming Guest House with Pickleball Court
Feb 1 – 8
$278 per night
4.89 out of 5 average rating, 61 reviews

Guest house rentals with a patio

Guest favorite
Guesthouse in Edgartown
Private Two bedroom Katama cottage near Edgartown
Sep 2 – 9
$564 per night
4.92 out of 5 average rating, 13 reviews
Superhost
Guesthouse in Edgartown
Edgartown Vineyard Cottage. A Glamping Experience!
Jul 1 – 8
$294 per night
4.87 out of 5 average rating, 60 reviews
Guest favorite
Guesthouse in Tisbury
Amazing water Views, Comfortable King bed, Kitchen
Sep 18 – 25
$275 per night
5.0 out of 5 average rating, 49 reviews
Guest favorite
Guesthouse in West Tisbury
Charming W. Tisbury Studio Guest Cottage
Jun 2 – 9
$350 per night
5.0 out of 5 average rating, 13 reviews
Superhost
Guesthouse in Edgartown
Mushroom Cottage
Mar 21 – 28
$325 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Guesthouse in Sandwich
Private 1 king bedroom guest house-2021 built
Nov 27 – Dec 4
$225 per night
4.96 out of 5 average rating, 47 reviews
Guest favorite
Guesthouse in Marshfield
Adorable 1 bedroom guest house with ocean view
Jan 29 – Feb 5
$200 per night
4.98 out of 5 average rating, 50 reviews
Guest favorite
Guesthouse in Bourne
Waterfront Cottage / Your Cape Escape
Jun 8 – 15
$255 per night
5.0 out of 5 average rating, 37 reviews
Superhost
Guesthouse in Braintree
The Pool House
Oct 19 – 26
$114 per night
4.75 out of 5 average rating, 16 reviews
Guest favorite
Guesthouse in Portsmouth
Waterfront Carriage House The Salty Dog
Jan 29 – Feb 5
$284 per night
5.0 out of 5 average rating, 28 reviews
Guest favorite
Guesthouse in Scituate
The Genkan • Scituate's Cozy Harbor Guesthouse
Dec 20 – 27
$282 per night
5.0 out of 5 average rating, 14 reviews
Superhost
Guesthouse in Plymouth
Studio retreat on the lake
May 8 – 15
$169 per night
4.83 out of 5 average rating, 18 reviews

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in West Tisbury
Vineyard Meadow Artist Studio
Apr 11 – 18
$95 per night
5.0 out of 5 average rating, 16 reviews
Superhost
Guesthouse in Edgartown
Quiet, Pet Friendly, Close to Edgartown and Oak Bl
Sep 20 – 27
$740 per night
4.97 out of 5 average rating, 33 reviews
Guest favorite
Guesthouse in Bourne
Secluded home for Cape Cod relaxation, exploration
Feb 12 – 19
$130 per night
4.97 out of 5 average rating, 79 reviews
Guest favorite
Guesthouse in Cohasset
Lovely 1 Bedroom Guest House. Downtown Cohasset
Jun 13 – 20
$170 per night
4.98 out of 5 average rating, 100 reviews
Guest favorite
Guesthouse in Yarmouth
Sweet esCAPE
Jul 11 – 18
$203 per night
4.95 out of 5 average rating, 20 reviews
Guest favorite
Guesthouse in Abington
Cozy In-Law Apartment
Sep 5 – 12
$168 per night
5.0 out of 5 average rating, 43 reviews
Guest favorite
Guesthouse in Scituate
Private Harbor Hideaway -walk Scituate to harbor!
May 10 – 17
$233 per night
4.99 out of 5 average rating, 89 reviews
Superhost
Guesthouse in Duxbury
Duxbury Getaway! Location+Charm!
Jul 21 – 28
$248 per night
5.0 out of 5 average rating, 4 reviews
Superhost
Guesthouse in Falmouth
Woods Hole Cottage close to Beach and Village
Oct 25 – Nov 1
$265 per night
4.67 out of 5 average rating, 12 reviews
Guest favorite
Guesthouse in Scituate
HARBOR VIEW SUITE
Jun 25 – Jul 2
$252 per night
5.0 out of 5 average rating, 21 reviews
Superhost
Guesthouse in Tisbury
Escape to Bungalow 24 on MV!
Apr 19 – 26
$299 per night
New place to stay
Guest favorite
Guesthouse in Edgartown
Guesthouse
Apr 25 – May 2
$125 per night
5.0 out of 5 average rating, 15 reviews

Destinations to explore