Guest house holiday rentals in Martha's Vineyard
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Martha's Vineyard
Guests agree: these guest house rentals 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 guest house rentals in Martha's Vineyard
Family-friendly guest house rentals
Guest house in Chilmark
4.99 out of 5 average rating, 78 reviews4-Season Guest House on Historic Chilmark Estate
6–13 Mar
Guest house in Edgartown
5.0 out of 5 average rating, 10 reviewsTHE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER
9–16 Apr
Guest house in Oak Bluffs
4.99 out of 5 average rating, 73 reviewsMermaid Cottage
4–11 Apr
Guest house in Edgartown
4.73 out of 5 average rating, 44 reviewsMarthas Vineyard 1BR Cottage 10 min to beach/town
9–16 Jun
Guest house in Barnstable
4.89 out of 5 average rating, 45 reviewsOsterville Guest House
2–9 Apr
Guest house in Hyannis
4.86 out of 5 average rating, 44 reviews2 bdrm unit, stairs 4 nights min, pool, no meals
18–25 Jan
Guest house in Vineyard Haven
4.94 out of 5 average rating, 125 reviewsWest Chop Cottage + Beach Access
11–18 Jun
Guest house in Nantucket
4.99 out of 5 average rating, 72 reviewsBeautiful Nantucket Summer rental
10–17 Feb
Guest house rentals with a patio
Guest house in Edgartown
4.87 out of 5 average rating, 60 reviewsMartha’s Vineyard Cottage - A Glamping Experience!
10–17 Jun
Guest house in Tisbury
5.0 out of 5 average rating, 49 reviewsKing bed, Private Entrance, Water Views
20–27 Oct
Guest house in Edgartown
4.92 out of 5 average rating, 13 reviewsPrivate Two bedroom Katama cottage near Edgartown
2–9 Oct
Guest house in West Tisbury
5.0 out of 5 average rating, 13 reviewsCharming W. Tisbury Studio Guest Cottage
10–17 Sept
Guest house in Sandwich
4.96 out of 5 average rating, 47 reviewsPrivate 1 king bedroom guest house-2021 built
28 Nov – 3 Dec
Guest house in Bourne
5.0 out of 5 average rating, 37 reviewsWaterfront Cottage / Your Cape Escape
11–18 Mar
Guest house in Edgartown
5.0 out of 5 average rating, 4 reviewsMushroom Cottage
28 Sept – 5 Oct
Guest house in Nantucket
4.96 out of 5 average rating, 50 reviewsBright and Airy 2 Bedroom Guest Cottage
7–14 Aug
Guest house rentals with a washing machine and dryer
Guest house in West Tisbury
5.0 out of 5 average rating, 23 reviewsVineyard Meadow Artist Studio
23–30 Sept
Guest house in Edgartown
4.97 out of 5 average rating, 35 reviewsQuiet, Pet Friendly, Close to Edgartown and Oak Bl
17–24 Aug
Guest house in Bourne
4.98 out of 5 average rating, 80 reviewsSecluded home for Cape Cod relaxation, exploration
30 May – 6 Jun
Guest house in Yarmouth
4.95 out of 5 average rating, 20 reviewsSweet esCAPE
1–8 Oct
Guest house in Falmouth
4.72 out of 5 average rating, 53 reviewsArtsy Airpark Apartment
17–24 Jul
Guest house in Falmouth
4.67 out of 5 average rating, 12 reviewsWoods Hole Cottage close to Beach and Village
16–23 Jun
Guest house in Tisbury
Escape to Bungalow 24 on MV!
6–13 Nov
Guest house in Dartmouth
4.86 out of 5 average rating, 101 reviewsLovely Lakeside Cottage
21–28 Jun
Destinations to explore
- Guest house rentals United States
- House rentals United States
- House rentals Boston
- Guest house rentals Boston
- Guest house rentals The Hamptons
- House rentals The Hamptons
- Rentals with pools Martha's Vineyard
- Rentals with breakfast Martha's Vineyard
- House rentals Martha's Vineyard
- Pet-friendly rentals Martha's Vineyard
- Monthly Rentals Martha's Vineyard
- Rentals with a hot tub Martha's Vineyard
- Waterfront rentals Martha's Vineyard
- Beachfront rentals Martha's Vineyard
- Fitness-friendly rentals Martha's Vineyard
- Cottage rentals Martha's Vineyard
- Apartment rentals Martha's Vineyard
- Bed and breakfasts Martha's Vineyard
- Rentals with beach access Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Flat rentals Martha's Vineyard
- Rentals with a firepit Martha's Vineyard
- Rentals with a fireplace Martha's Vineyard
- Family-friendly rentals Martha's Vineyard
- Rentals with a kayak Martha's Vineyard
- Boutique hotel rentals Martha's Vineyard
- Rentals with a washing machine and dryer Martha's Vineyard
- Rentals with outdoor seating Martha's Vineyard
- Hotel rentals Martha's Vineyard
- Rentals with lake access Martha's Vineyard
- Rentals with a patio Martha's Vineyard
- Private suite rentals Martha's Vineyard
- Guest house rentals Cape Cod
- House rentals Cape Cod
- House rentals Massachusetts
- Guest house rentals Massachusetts
- Guest house rentals Dukes County
- House 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