Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Chilmark
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
Show map
Search results; Over 1,000 homes in Chilmark
Over 1,000 homes in Chilmark
Photo 1 of 29
Top guest favourite
Guest favourite
Guest house in Chlmark
4-Season Guest House on Historic Chilmark Estate
1 bedroom
,
·
1 bed
,
·
1 private bathroom
19–24 Sept
19–24 Sept
£1,417
£1,261 total
Show price breakdown
,
·
4.99 out of 5 average rating, 116 reviews
4.99 (116)
Photo 1 of 22
Superhost
Superhost
Hotel in Chilmark
Oceanview Inn Room (Single King or Double Queens)
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
£1,735
£1,498 total
Show price breakdown
Free cancellation
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Chilmark
Walk to the beach: Charming Menemsha Cottage
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
16–21 Sept
16–21 Sept
£2,812
£2,436 total
Show price breakdown
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Photo 1 of 29
Home in West Tisbury
Relaxing West Tisbury getaway - with pool!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
£5,617 total
Show price breakdown
£5,617 total
Photo 1 of 18
Top guest favourite
Guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
16–21 Sept
16–21 Sept
£1,665 total
Show price breakdown
£1,665 total
4.98 out of 5 average rating, 247 reviews
4.98 (247)
Photo 1 of 17
Featured hotel
Featured hotel
Hotel in Oak Bluffs
King
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
£707 total
Show price breakdown
£707 total
+£100 Airbnb credit
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Guest favourite
Guest favourite
Home in West Tisbury
Spacious, Private Cape in W. Tisbury
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
17–24 Sept
17–24 Sept
£5,501 total
Show price breakdown
£5,501 total
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Guest house in Chilmark
Beautifully Renovated 1800s Chilmark Barn
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
24–29 Sept
24–29 Sept
£1,153 total
Show price breakdown
£1,153 total
4.95 out of 5 average rating, 103 reviews
4.95 (103)
Photo 1 of 17
Top guest favourite
Guest favourite
Guest house in West Tisbury
Vineyard Meadow Artist Studio
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
£1,137
£1,014 total
Show price breakdown
4.98 out of 5 average rating, 125 reviews
4.98 (125)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Chilmark
Fun, Authentic, Waterfront Cottage/air conditioned
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
£2,687 total
Show price breakdown
£2,687 total
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Photo 1 of 29
Home in Aquinnah
Magical Tree House On Secluded End of Island
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
19–24 Sept
19–24 Sept
£2,701 total
Show price breakdown
£2,701 total
4.83 out of 5 average rating, 24 reviews
4.83 (24)
Photo 1 of 22
Guest favourite
Guest favourite
Home in West Tisbury
New West Tisbury home
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Sept
17–22 Sept
£3,151 total
Show price breakdown
£3,151 total
4.84 out of 5 average rating, 25 reviews
4.84 (25)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Aquinnah
Amazing Views!!Sunsets!!HistoricMV Gem&Lg.RoofDeck
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
16–21 Oct
16–21 Oct
£1,281 total
Show price breakdown
£1,281 total
4.89 out of 5 average rating, 54 reviews
4.89 (54)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in West Tisbury
warm and spacious B and B in our Martha's Vin home
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
25–30 Sept
25–30 Sept
£947 total
Show price breakdown
£947 total
Free cancellation
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Photo 1 of 20
Top guest favourite
Guest favourite
Home in Chilmark
South House, Up-Island Living
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–23 Sept
16–23 Sept
£5,850 total
Show price breakdown
£5,850 total
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 29
Guest favourite
Guest favourite
Home in West Tisbury
Light-filled Island Home
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
19–24 Sept
19–24 Sept
£3,046 total
Show price breakdown
£3,046 total
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Aquinnah
Oceanview Beachwalk Cottage
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 4 Oct
28 Sept – 4 Oct
£1,996 total
Show price breakdown
£1,996 total
4.93 out of 5 average rating, 67 reviews
4.93 (67)
Photo 1 of 21
Guest favourite
Guest favourite
Home in Chilmark
Bayberry Cottage- Menemsha Inn & Lucy
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
£2,509 total
Show price breakdown
£2,509 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 18
Guest favourite
Guest favourite
Home in West Tisbury
Waterfront home with key to private Quansoo Beach
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
16–23 Sept
16–23 Sept
£4,154 total
Show price breakdown
£4,154 total
4.93 out of 5 average rating, 15 reviews
4.93 (15)
1
2
3
4
…
15