Chilmark Discount Rental
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $446/Night
For 7 Nights CA $3,125
2000 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $462/Night
For 7 Nights CA $3,232
480 ft²
3 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $472/Night
For 7 Nights CA $3,304
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $493/Night
For 7 Nights CA $3,453
800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $512/Night
For 7 Nights CA $3,581
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $538/Night
For 7 Nights CA $3,767
880 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $564/Night
For 7 Nights CA $3,950
1800 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
CA $616/Night
For 7 Nights CA $4,310
1300 ft²
8 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $621/Night
For 7 Nights CA $4,348
2200 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $624/Night
For 7 Nights CA $4,371
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- Balcony/Terrace
CA $634/Night
For 7 Nights CA $4,438
800 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $662/Night
For 7 Nights CA $4,632
Why Choose Rent By Owner for your Chilmark Discount Rental?
What makes our Discount Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Chilmark
How to Book Your Chilmark Discount Rental
What's our booking process?
Our platform allows you to browse a curated selection of discount rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Chilmark
Common Discount Rental Amenities
What amenities can you expect?
Our Discount Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Chilmark, MA
Dukes County
Fulling Mill Brook Preserve
The Yard
Menemsha
Waskosim's Rock Reservation
Menemsha Beach
Menemsha Blues Charters
Chilmark Chocolates
Lucy Vincent Beach
Squibnocket Pond
Frequently Asked Questions About Chilmark Cheap Rentals
1. What are the top Discount Rentals in Chilmark?
There are a lot of options in Chilmark. If you plan on staying in the Chilmark area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Discount Rentals in Chilmark:
- Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
- Spectacular Newly Renovated Home in Menemsha
- Cool, Mid-Century House - Lucy Vincent Beach and Pool!n
- Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches
- House in Chilmark/Menemsha, Martha's Vineyard w/Private Beach, Sunset View.
- Menemsha Home Fully Renovated w/Amazing Waterview's of Vineyard Sound
- Classic Modern House on its Own Point of Land with Astounding Views
- 3 Bedroom House with Guest Cottage on 3 Acres off Middle Road
- Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
- Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private
2. How many Discount Rentals are available in Chilmark?
Currently, the total number of properties listed by RBO in 2026 is over 123 in the Chilmark area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Discount Rentals in Chilmark.
More Rentals You May Like Near Chilmark
2400.35 ft²
10 Guests
4 Bedrooms
3 Bathrooms
House
- Oceanfront
- Spa
- Fireplace/Heating
CA $666/Night
For 7 Nights CA $4,659
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $679/Night
For 7 Nights CA $4,752
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $693/Night
For 7 Nights CA $4,853
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $709/Night
For 7 Nights CA $4,963
2400 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $784/Night
For 7 Nights CA $5,488
1300 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $813/Night
For 7 Nights CA $5,692
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $832/Night
For 7 Nights CA $5,827
1700 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $877/Night
For 7 Nights CA $6,141
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $878/Night
For 7 Nights CA $6,144
2310 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $946/Night
For 7 Nights CA $6,622
3000 ft²
13 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $949/Night
For 7 Nights CA $6,644
1400 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $962/Night
For 7 Nights CA $6,734
