Luxury Homes for Rent in Chilmark, MA (39 Rentals)

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The most luxurious Homes in Chilmark with high-end amenities, features, and finishes.

property at 11 Hammett Ln

11 Hammett Ln

ChilmarkMA02535
property at 27 Beach Plum Ln

27 Beach Plum Ln

ChilmarkMA02535
property at 2 Paddock Cir

2 Paddock Cir

ChilmarkMA02535
property at 141 N Rd

141 N Rd

ChilmarkMA02535
property at 224 N Rd

224 N Rd

ChilmarkMA02535
property at 5 Trail End

5 Trail End

ChilmarkMA02535
property at 31 S Ridge Rd

31 S Ridge Rd

ChilmarkMA02535
property at 36 Henry Hough Ln

36 Henry Hough Ln

ChilmarkMA02535
property at 2 Strikers Wy

2 Strikers Wy

ChilmarkMA02535
property at 56 Chilmark Rd

56 Chilmark Rd

ChilmarkMA02535
property at 44 Flanders Ln

44 Flanders Ln

ChilmarkMA02535
property at 29 Cemetery Rd

29 Cemetery Rd

ChilmarkMA02535
property at 384 Middle Rd

384 Middle Rd

ChilmarkMA02535
property at 19 Lake Rd

19 Lake Rd

ChilmarkMA02535
property at 6 Trail End

6 Trail End

ChilmarkMA02535
property at 15 Courtland Dr

15 Courtland Dr

SandwichMA02537
property at 32 Madison Dr

32 Madison Dr

SandwichMA02537
property at 72 Bay Rd

72 Bay Rd

FalmouthMA02556
property at 9 Wedgewood Pl

9 Wedgewood Pl

WarehamMA02532
property at 28 Parsons Ln

28 Parsons Ln

FalmouthMA02536
property at 849 State Rd

849 State Rd

AquinnahMA02535
property at 3 Nonquitt Ave

3 Nonquitt Ave

DartmouthMA02748
property at 37 Monroe St

37 Monroe St

WarehamMA02532
property at 19 Westerly Dr

19 Westerly Dr

SandwichMA02537
property at 871 Norman St

871 Norman St

Fall RiverMA02721
property at 18 Great Hill Rd

18 Great Hill Rd

SandwichMA02563
property at 44 Music St

44 Music St

West TisburyMA02568
property at 227 S Gate Rd

227 S Gate Rd

West TisburyMA02568
property at 76 School House Ln

76 School House Ln

West TisburyMA02568
property at 41 Naushon Rd

41 Naushon Rd

AquinnahMA02575
property at 19 Lighthouse Rd

19 Lighthouse Rd

AquinnahMA02535
property at 50 Carl's Way

50 Carl's Way

West TisburyMA02568
property at 40 Lighthouse Rd

40 Lighthouse Rd

AquinnahMA02535
property at 40 Sweet William Way

40 Sweet William Way

West TisburyMA02568
property at 3 E Pasture Ln

3 E Pasture Ln

AquinnahMA02535
property at 709 Old County Rd

709 Old County Rd

West TisburyMA02568
property at 836 State Rd

836 State Rd

AquinnahMA02535
property at 61 Road To Great Neck Rd

61 Road To Great Neck Rd

West TisburyMA02568
property at 15 Loon Ln

15 Loon Ln

AquinnahMA02535

Chilmark, MA Local Guide

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Chilmark

What type of rentals are currently available in Chilmark?

There are currently 43 Apartments for Rent in Chilmark, MA with pricing that ranges from $1,300 to $3,395. There are also 48 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chilmark ranging from $1,385 to $50,700.

What is the current price range for Rental Homes in Chilmark?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chilmark ranges from $1,385 to $50,700 with an average monthly rent of $15,596.

How much are larger Three and Four Bedroom Rentals in Chilmark?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chilmark range from $1,890 to $3,395, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $36,000. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,245.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.