Compare Chilmark Guest House Rentals
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Featured Guest Houses in Chilmark

The Lightkeepers Inn
25 Simpson's Lane, Edgartown, MA
$178 nightly
The price is $199 total per night
$199 total
Oct 27 - Oct 28
Total with taxes and fees
Guests staying at The Lightkeepers Inn enjoy free WiFi in public areas, express check-out, and a garden. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations.
Parking included
Free WiFi

Madison Inn
18 Kennebeck Avenue, Oak Bluffs, MA
Guests of Madison Inn enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. You can put free offsite parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a refrigerator in a common area, a library, and a terrace.
Free WiFi
Air conditioning

Spacious Guest House in Falmouth Village
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi

Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Free WiFi
Air conditioning

Woods Hole Passage Inn
186 Woods Hole Road, Falmouth, MA
Guests staying at Woods Hole Passage Inn enjoy free WiFi in public areas, a terrace, and a garden. If you plan to drive, free parking is available.
Parking included
Free WiFi

The Oak Bluffs Inn
64 Circuit Ave, Oak Bluffs, MA
Guests staying at The Oak Bluffs Inn enjoy free WiFi in public areas, a terrace, and a picnic area. Airport transportation is made easy with an airport shuttle for a fee. Staff members can answer questions about accommodations, and also provide concierge services. This smoke-free guesthouse also has a garden.
Free WiFi
Air conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Chilmark

Iris Hotel Cape Cod
291 Jones Rd, Falmouth, MA
$154 nightly
The price is $176 total per night from Nov 2 to Nov 3
$176 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (133 reviews)

Summercamp
70 Lake Avenue, Oak Bluffs, MA
$179 nightly
The price is $200 total per night from Oct 29 to Oct 30
$200 total
Oct 29 - Oct 30
Total with taxes and fees
9.2/10 Wonderful! (1,005 reviews)

Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
$133 nightly
The price is $150 total per night from Oct 30 to Oct 31
$150 total
Oct 30 - Oct 31
Total with taxes and fees
7.8/10 Good! (1,016 reviews)
Chilmark Guest Houses essential information
Accommodation | 6 Guest Houses |
|---|---|
Lowest Price | $150 |
Highest Price | $200 |
Popular accommodation | The Lightkeepers Inn, Madison Inn, Spacious Guest House in Falmouth Village, Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails, Woods Hole Passage Inn, The Oak Bluffs Inn |
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