The Best Airbnb Deals in
Chilmark, Massachusetts

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Chilmark, Massachusetts. Enter your travel dates to find the best deals!

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AirDNA Score: 86
$300/night

Beautiful Guest House in Chilmark

1 bed
1 bath
2 guests
Average Price:  
$326
8% Cheaper
than normal
AirDNA Score: 71
$200/night

4-Season Guest House on Historic Chilmark Estate

1 bed
1 bath
2 guests
Average Price:  
$282
29% Cheaper
than normal
AirDNA Score: 64
$1000/night

Martha''s Vineyard Oceanview Retreat

3 beds
2.5 baths
5 guests
Average Price:  
$866
15% More
than normal
AirDNA Score: 59
$1000/night

Secluded 3 bedroom home with private beach access

4 beds
2 baths
8 guests
Average Price:  
$507
97% More
than normal
AirDNA Score: 58
$600/night

Modern Aquinnah home close to the beach- 5 beds

4 beds
2 baths
8 guests
Average Price:  
$638
6% Cheaper
than normal
AirDNA Score: 51
$571/night

Fantastic 4 Bedroom, 2 Bath Home With Ocean Views

4 beds
2 baths
7 guests
Average Price:  
$652
12% Cheaper
than normal
AirDNA Score: 51
$771/night

Quintessential Chilmark Retreat

3 beds
2 baths
8 guests
Average Price:  
$822
6% Cheaper
than normal
AirDNA Score: 51
$375/night

Renovated Barn in Chilmark- 3BR

3 beds
2 baths
6 guests
Average Price:  
$491
24% Cheaper
than normal
AirDNA Score: 50
$500/night

Antique Chilmark Farmhouse

3 beds
3 baths
8 guests
Average Price:  
$550
9% Cheaper
than normal
AirDNA Score: 50
$714/night

secluded, idyllic Martha''s Vineyard beach house

4 beds
3 baths
8 guests
Average Price:  
$816
12% Cheaper
than normal
AirDNA Score: 46
$575/night

MARTHA''S VINEYARD AQUINNAH OCEAN VIEW CLAY PIT RD

4 beds
4 baths
8 guests
Average Price:  
$604
5% Cheaper
than normal
AirDNA Score: 46
$450/night

The Charming Cove House

3 beds
1.5 baths
6 guests
Average Price:  
$592
24% Cheaper
than normal
AirDNA Score: 44
$600/night

Comfortable 3BR Home, minutes from Menemsha Harbor

3 beds
2 baths
6 guests
Average Price:  
$702
15% Cheaper
than normal
AirDNA Score: 36
$450/night

Carriage House, NOT AVAILABLE without Brick Barn.

1 bed
1 bath
4 guests
Average Price:  
$558
19% Cheaper
than normal
AirDNA Score: 27
$500/night

12 Treetop Abels Hill

5 beds
3.5 baths
9 guests
Average Price:  
$672
26% Cheaper
than normal
AirDNA Score: 22
$2000/night

50% Off-Glamorous M. Vineyard Home, Water Vws/Pool

6 beds
3 baths
11 guests
Average Price:  
$2099
5% Cheaper
than normal
AirDNA Score: 22
$300/night

The Beach House

3 beds
1 bath
6 guests
Average Price:  
$650
54% Cheaper
than normal
AirDNA Score: 20
$446/night

Peaceful Chilmark Farmhouse by Menemsha Beach

4 beds
3 baths
10 guests
Average Price:  
$503
11% Cheaper
than normal
AirDNA Score: 17
$335/night

Chilmark home with sunset waterviews

3 beds
2 baths
6 guests
Average Price:  
$485
31% Cheaper
than normal
AirDNA Score: 16
$425/night

Chilmark Cape in private wooded setting

4 beds
2 baths
8 guests
Average Price:  
$567
25% Cheaper
than normal
AirDNA Score: 15
$900/night

Privacy on 30 Acres, Walk to Beach

3 beds
1.5 baths
6 guests
Average Price:  
$880
2% More
than normal
AirDNA Score: 14
$385/night

Aquinnah Waterview Cottage walk to the Beach

3 beds
2 baths
6 guests
Average Price:  
$453
15% Cheaper
than normal