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Chilmark Holiday Rentals

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Chilmark

Our top choices for Chilmark holiday rentals

The Newport Harbor Hotel & Marina
Exterior

The Newport Harbor Hotel & Marina

3.0 star property
8.2 out of 10, Very good, (1226)
"Great location and friendly staff. "
The price is S$346
includes taxes & fees
1 Sept - 2 Sept
The Newport Harbor Hotel & Marina
Margaritaville Resort Cape Cod
Outdoor pool, pool umbrellas, pool loungers

Margaritaville Resort Cape Cod

4.0 star property
8.8 out of 10, Excellent, (295)
"Great location for families "
The price is S$296
includes taxes & fees
14 Sept - 15 Sept
Margaritaville Resort Cape Cod
Atlantic Beach Hotel Newport
Exterior

Atlantic Beach Hotel Newport

3.5 star property
8.4 out of 10, Very good, (1258)
"Nice size room clean close to beach great stay!"
Atlantic Beach Hotel Newport
Bayside Resort Hotel
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Bayside Resort Hotel

3.0 star property
8.8 out of 10, Excellent, (1492)
"Older hotel with good location. "
Bayside Resort Hotel
Howard Johnson by Wyndham Middletown Newport Area
Lobby

Howard Johnson by Wyndham Middletown Newport Area

2.0 star property
9.4 out of 10, Exceptional, (1452)
"nice place to stay"
The price is S$257
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Middletown Newport Area
Newport Harbor Island Resort
3 restaurants, breakfast, lunch, dinner served; seafood

Newport Harbor Island Resort

4.0 star property
8.4 out of 10, Very good, (1059)
"Love this place! "
The price is S$536
includes taxes & fees
1 Sept - 2 Sept
Newport Harbor Island Resort
Falmouth Inn
Marina

Falmouth Inn

2.0 star property
8.0 out of 10, Very good, (1010)
"The restaurant was great"
The price is S$210
includes taxes & fees
9 Sept - 10 Sept
Falmouth Inn
Wyndham Newport Hotel
Indoor pool, pool umbrellas, pool loungers

Wyndham Newport Hotel

4.0 star property
9.4 out of 10, Exceptional, (1106)
"great stay! "
The price is S$316
includes taxes & fees
22 Sept - 23 Sept
Wyndham Newport Hotel
Newport Beach Hotel & Suites
Outdoor spa tub

Newport Beach Hotel & Suites

3.5 star property
8.2 out of 10, Very good, (1009)
"Great place to stay! "
The price is S$326
includes taxes & fees
22 Sept - 23 Sept
Newport Beach Hotel & Suites
Sea Crest Beach Resort
Indoor pool, seasonal outdoor pool

Sea Crest Beach Resort

3.5 star property
8.0 out of 10, Very good, (181)
"Wonderful stay! "
The price is S$330
includes taxes & fees
14 Sept - 15 Sept
Sea Crest Beach Resort
The Pell - Part of JdV by Hyatt
Lobby lounge

The Pell - Part of JdV by Hyatt

4.0 star property
9.4 out of 10, Exceptional, (797)
"a good place to stay "
The price is S$235
includes taxes & fees
1 Sept - 2 Sept
The Pell - Part of JdV by Hyatt
Cape Sands Inn
Exterior

Cape Sands Inn

2.5 star property
8.2 out of 10, Very good, (1010)
"Very nice motel. "
The price is S$116
includes taxes & fees
14 Sept - 15 Sept
Cape Sands Inn
Hotel Viking
Exterior

Hotel Viking

4.0 star property
8.2 out of 10, Very good, (1094)
"Great location and hotel. "
The price is S$418
includes taxes & fees
1 Sept - 2 Sept
Hotel Viking
Hyannis Plaza Hotel
Lobby

Hyannis Plaza Hotel

2.5 star property
7.0 out of 10, Good, (864)
"Great place "
The price is S$128
includes taxes & fees
2 Sept - 3 Sept
Hyannis Plaza Hotel
Uncommoner Hotel by Reverie Boutique Collection
View from room

Uncommoner Hotel by Reverie Boutique Collection

3.0 star property
9.4 out of 10, Exceptional, (37)
"Such a nice place to stay for a weekend getaway, we will definitely be back!"
The price is S$247
includes taxes & fees
1 Sept - 2 Sept
Uncommoner Hotel by Reverie Boutique Collection
Blue Water Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Blue Water Resort

3.0 star property
8.2 out of 10, Very good, (1010)
"Beautiful location, our children loved the pools and activities"
Blue Water Resort
Holiday Inn Hyannis by IHG
Exterior

Holiday Inn Hyannis by IHG

3.0 star property
8.2 out of 10, Very good, (928)
"Great location, rooms were clean, and staff was very nice."
The price is S$180
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Hyannis by IHG
Aiden by Best Western Cape Cod - West Yarmouth
Exterior

Aiden by Best Western Cape Cod - West Yarmouth

3.0 star property
8.0 out of 10, Very good, (1003)
"Nice place to stay "
The price is S$173
includes taxes & fees
1 Sept - 2 Sept
Aiden by Best Western Cape Cod - West Yarmouth
Red Jacket Beach Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Red Jacket Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (211)
"Excellent place for family with kids."
Red Jacket Beach Resort
Wayfinder Newport
49-inch LED TV with cable channels

Wayfinder Newport

4.0 star property
8.0 out of 10, Very good, (971)
"Fun delightful stay! Close to the polo grounds, great restaurant at the hotel, and amazing cute pool!"
The price is S$339
includes taxes & fees
7 Sept - 8 Sept
Wayfinder Newport
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.
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Top Chilmark Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️"
Monica 2-night trip
Posted 2 days ago
Summercamp

Frequently asked questions

Can I find holiday rentals in Chilmark?

Yes, there are holiday rentals in Chilmark close to Chilmark Chocolates, or you can select a more secluded option if you're looking for a relaxing stay. Chilmark is known for its beaches and wineries. Make sure you have time to check out the festivals and local tours during your trip.

How many holiday rentals are there in Chilmark?

Choose from 74 Expedia holiday rentals in Chilmark for a memorable holiday.

What’s there to see and do in Chilmark?

Family-friendly attractions include Chilmark Chocolates and Fulling Mill Brook Preserve, whereas Menemsha Beach and Lucy Vincent Beach are a couple of great spots to enjoy the outdoors. While here, Chilmark Town Hall and Chilmark Public Library are other places worth a visit.

What’s a holiday rental in Chilmark like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chilmark. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.