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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Martha's Vineyard guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Chilmark
4.99 out of 5 average rating, 78 reviews4-Season Guest House on Historic Chilmark Estate
Mar 6 – 13
Guesthouse in Edgartown
5.0 out of 5 average rating, 10 reviewsTHE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER
Apr 9 – 16
Guesthouse in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
Apr 4 – 11
Guesthouse in Edgartown
4.73 out of 5 average rating, 44 reviewsMarthas Vineyard 1BR Cottage 10 min to beach/town
Jun 9 – 16
Guesthouse in Barnstable
4.89 out of 5 average rating, 45 reviewsOsterville Guest House
Apr 2 – 9
Guesthouse in Hyannis
4.86 out of 5 average rating, 44 reviews2 bdrm unit, stairs 4 nights min, pool, no meals
Jan 18 – 25
Guesthouse in Vineyard Haven
4.94 out of 5 average rating, 125 reviewsWest Chop Cottage + Beach Access
Jun 11 – 18
Guesthouse in Nantucket
4.99 out of 5 average rating, 72 reviewsBeautiful Nantucket Summer rental
Feb 10 – 17
Guest house rentals with a patio
Guesthouse in Edgartown
4.87 out of 5 average rating, 60 reviewsMartha’s Vineyard Cottage - A Glamping Experience!
Jun 10 – 17
Guesthouse in Tisbury
5.0 out of 5 average rating, 49 reviewsKing bed, Private Entrance, Water Views
Oct 20 – 27
Guesthouse in Edgartown
4.92 out of 5 average rating, 13 reviewsPrivate Two bedroom Katama cottage near Edgartown
Oct 2 – 9
Guesthouse in West Tisbury
5.0 out of 5 average rating, 13 reviewsCharming W. Tisbury Studio Guest Cottage
Sep 10 – 17
Guesthouse in Sandwich
4.96 out of 5 average rating, 47 reviewsPrivate 1 king bedroom guest house-2021 built
Nov 28 – Dec 3
Guesthouse in Bourne
5.0 out of 5 average rating, 37 reviewsWaterfront Cottage / Your Cape Escape
Mar 11 – 18
Guesthouse in Edgartown
5.0 out of 5 average rating, 4 reviewsMushroom Cottage
Sep 28 – Oct 5
Guesthouse in Nantucket
4.96 out of 5 average rating, 50 reviewsBright and Airy 2 Bedroom Guest Cottage
Aug 7 – 14
Guest house rentals with a washer and dryer
Guesthouse in West Tisbury
5.0 out of 5 average rating, 23 reviewsVineyard Meadow Artist Studio
Sep 23 – 30
Guesthouse in Edgartown
4.97 out of 5 average rating, 35 reviewsQuiet, Pet Friendly, Close to Edgartown and Oak Bl
Aug 17 – 24
Guesthouse in Bourne
4.98 out of 5 average rating, 80 reviewsSecluded home for Cape Cod relaxation, exploration
May 30 – Jun 6
Guesthouse in Yarmouth
4.95 out of 5 average rating, 20 reviewsSweet esCAPE
Oct 1 – 8
Guesthouse in Falmouth
4.72 out of 5 average rating, 53 reviewsArtsy Airpark Apartment
Jul 17 – 24
Guesthouse in Falmouth
4.67 out of 5 average rating, 12 reviewsWoods Hole Cottage close to Beach and Village
Jun 16 – 23
Guesthouse in Tisbury
Escape to Bungalow 24 on MV!
Nov 6 – 13
Guesthouse in Dartmouth
4.86 out of 5 average rating, 101 reviewsLovely Lakeside Cottage
Jun 21 – 28
Destinations to explore
- Cape Cod Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation 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 washer 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