Guesthouse holiday rentals in Martha's Vineyard
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Martha's Vineyard
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Martha's Vineyard guesthouses
Family-Friendly guesthouses
Guesthouse in Edgartown
5.0 out of 5 average rating, 10 reviewsTHE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER
16 – 23 Feb
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
4 – 11 Apr
Guesthouse in Edgartown
4.73 out of 5 average rating, 44 reviewsMarthas Vineyard 1BR Cottage 10 min to beach/town
9 – 16 June
Guesthouse in Barnstable
4.89 out of 5 average rating, 45 reviewsOsterville Guest House
5 – 12 Feb
Guesthouse in Hyannis Port
4.86 out of 5 average rating, 44 reviews2 bdrm unit, stairs 4 nights min, pool, no meals
13 – 20 Dec
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 125 reviewsWest Chop Cottage + Beach Access
11 – 18 June
Guesthouse in Nantucket
4.99 out of 5 average rating, 72 reviewsBeautiful Nantucket Summer rental
10 – 17 Feb
Guesthouse in Yarmouth Port
4.97 out of 5 average rating, 59 reviewsGuest cabin in the woods
18 – 25 Dec
Guesthouses with a patio
Guesthouse in Edgartown
4.87 out of 5 average rating, 60 reviewsMartha’s Vineyard Cottage - A Glamping Experience!
10 – 17 June
Guesthouse in Tisbury
5.0 out of 5 average rating, 49 reviewsKing bed, Private Entrance, Water Views
20 – 27 Oct
Guesthouse in Edgartown
4.92 out of 5 average rating, 13 reviewsPrivate Two bedroom Katama cottage near Edgartown
3 – 10 Sept
Guesthouse in West Tisbury
5.0 out of 5 average rating, 13 reviewsCharming W. Tisbury Studio Guest Cottage
10 – 17 Sept
Guesthouse in Nantucket
4.96 out of 5 average rating, 50 reviewsBright and Airy 2 Bedroom Guest Cottage
9 – 16 Nov
Guesthouse in Sandwich
4.96 out of 5 average rating, 47 reviewsPrivate 1 king bedroom guest house-2021 built
29 Nov – 4 Dec
Guesthouse in Edgartown
5.0 out of 5 average rating, 4 reviewsMushroom Cottage
29 Sept – 6 Oct
Guesthouse in Bourne
5.0 out of 5 average rating, 37 reviewsWaterfront Cottage / Your Cape Escape
25 Mar – 1 Apr
Guest house rentals with a washing machine and dryer
Guesthouse in West Tisbury
5.0 out of 5 average rating, 23 reviewsVineyard Meadow Artist Studio
23 – 30 Sept
Guesthouse in Edgartown
4.97 out of 5 average rating, 35 reviewsQuiet, Pet Friendly, Close to Edgartown and Oak Bl
23 – 30 Oct
Guesthouse in Bourne
4.98 out of 5 average rating, 80 reviewsSecluded home for Cape Cod relaxation, exploration
29 May – 5 June
Guesthouse in Falmouth
4.72 out of 5 average rating, 53 reviewsArtsy Airpark Apartment
3 – 10 June
Guesthouse in Yarmouth
4.95 out of 5 average rating, 20 reviewsSweet esCAPE
1 – 8 Oct
Guesthouse in Falmouth
4.67 out of 5 average rating, 12 reviewsWoods Hole Cottage close to Beach and Village
25 Nov – 2 Dec
Guesthouse in Tisbury
Escape to Bungalow 24 on MV!
9 – 16 May
Guesthouse in Dennis
*NEW* Cape Cod Bungalow
6 – 13 Feb
Destinations to explore
- Cape Cod Accommodation & holiday rentals
- Cambridge Accommodation & holiday rentals
- Montauk Holiday rentals
- Nantucket Accommodation & holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Philadelphia Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- House rentals United States
- Guesthouse rentals United States
- House rentals Boston
- Guesthouse rentals Boston
- House rentals The Hamptons
- Guesthouse rentals The Hamptons
- Rentals with a kayak Martha's Vineyard
- Pet-friendly rentals Martha's Vineyard
- Beachfront rentals Martha's Vineyard
- Waterfront rentals Martha's Vineyard
- Kid-friendly rentals Martha's Vineyard
- Rentals with a patio Martha's Vineyard
- Rentals with a hot tub Martha's Vineyard
- Rentals with a fireplace Martha's Vineyard
- Private suite rentals Martha's Vineyard
- Apartment rentals Martha's Vineyard
- Hotel rentals Martha's Vineyard
- Boutique hotel rentals Martha's Vineyard
- Rentals with beach access Martha's Vineyard
- Rentals with a fire pit Martha's Vineyard
- Rentals with pools Martha's Vineyard
- Condo rentals Martha's Vineyard
- Rentals with a washing machine and dryer Martha's Vineyard
- Cottage rentals Martha's Vineyard
- Rentals with lake access Martha's Vineyard
- Rentals with outdoor seating Martha's Vineyard
- Monthly Rentals Martha's Vineyard
- Bed and breakfasts Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Rentals with breakfast Martha's Vineyard
- House rentals Martha's Vineyard
- Fitness-friendly rentals Martha's Vineyard
- Guesthouse rentals Cape Cod
- House rentals Cape Cod
- House rentals Massachusetts
- Guesthouse rentals Massachusetts
- House rentals Dukes County
- Guesthouse rentals Dukes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom