Search Condo Rentals in Chappaquiddick Island

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Compare 55 Condo Rentals in Chappaquiddick Island with updated reviews, rates, and availability.

Courtyard Resort

3.0 star property
8.4 out of 10, Very Good, (43)
"Great for short or extended stay. "
The price is AED 265
AED 303 total
includes taxes & fees
9 Dec - 10 Dec
Courtyard Resort

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (188)
"I liked the location. It was older and more dated than I realized but very comfortable and perfect location. "
Southcape Resort Mashpee a Ramada by Wyndham

Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

9.8 out of 10, Exceptional, (10)
"Great well equipped condo with all you need. We stayed for one week and wished we could have stayed longer. Very close to the town beach. Good for a large family or just a couple. We would comeback again. "
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

Coastal condo with pool, tennis courts & home comforts - close to beach

9.4 out of 10, Exceptional, (22)
"Perfect for our trip to the Beach Road weekend music festival. The restaraunt and Bar at the location is a great casual place. Pool was small but nice. Would go again."
Coastal condo with pool, tennis courts & home comforts - close to beach

Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

9.6 out of 10, Exceptional, (13)
"Fantastic location, easy walking distance to shops and restaurants, but still very quiet location. Owner dining and site recommendations were spot on. We took in quite a few and were not disappointed!"
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (37)
"This cottage is located in a seaside vacation village. We were there off season when very few people were around. Therefore, both parking and walking around were easy. Be mindful that during this time of year some stores and restaurants are either closed or are open with reduced hours. The village was very quiet and peaceful. We had one question during our stay, which was responded to quickly. Our visit to this village was very pleasant. "
Large Cottage for Perfect Family Vacation

Dog-friendly condo with pool - explore the parks & hit the beach

9.4 out of 10, Exceptional, (53)
"Awesome location, easy check-in, good amenities in the unit as advertised. Great water pressure in shower, comfortable bed. Will stay again."
Dog-friendly condo with pool - explore the parks & hit the beach

Cottage Condo steps from the beach

9.8 out of 10, Exceptional, (135)
"The Cove (cottage) is bright, clean, cozy, and welcoming. Sheila has thought of everything to make it comfortable. The location is perfect for access to beach walks, sunsets, and birdwatching. We recommend it to anyone (a single visitor or a couple) who enjoys the quiet side of Cape Cod, yet they can easily explore all the way to Provincetown if they wish."
Cottage Condo steps from the beach

Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!

10.0 out of 10, Exceptional, (92)
"Great location near Hyannis with plenty of restaurant options. House has all the amenities that you would need. Owners very accessible to answer questions (which was my issue). Definitely would stay again"
Pristine Year Round Retreat in Private Lewis Bay Compound w/video tour!

Dog-friendly first-floor seaside cottage with pool & tennis courts

9.4 out of 10, Exceptional, (43)
"We come out to the island to enjoy short, stays every summer and it tends to be a whirlwind of a long weekend. Island Inn is the perfect spot to stay for our family. The accommodations are clean and comfortable, the property is well maintained and everyone has always been very friendly and welcoming. We bring our dogs with us (Labs) and having a large outside space that allows us to exercise them without bugging anyone who may not be dog people is priceless! I can throw the ball and walk them...
Dog-friendly first-floor seaside cottage with pool & tennis courts

Couple’s Retreat in Nantucket Walk to Attractions!

9.8 out of 10, Exceptional, (38)
"Our trip was all about driving on the beaches but we also wanted convenience and walkability for meals and shopping. This condo allowed us to explore historic downtown by foot and have a place to park the Jeep.Bedroom was spacious and kitchen appointed with just enough to have a simple meal or snack. (Although we did enjoy local restaurants!) "
Couple’s Retreat in Nantucket Walk to Attractions!

Beachfront Town House with Spectacular Ocean Views from all levels.

9.8 out of 10, Exceptional, (56)
"Our stay in Hyannis at the Yachtsman's Club was lav"
Beachfront Town House with Spectacular Ocean Views from all levels.

Your Perfect Beach Getaway Just a Block / 0.1 Mile Away!

9.4 out of 10, Exceptional, (6)
"Very comfortable house and location was great for visiting all the things there is to do in the area. "
Your Perfect Beach Getaway Just a Block / 0.1 Mile Away!

Lovely studio above garage

Lovely studio above garage

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

10.0 out of 10, Exceptional, (64)
"The location was easy to find, instructions were clear, and the place was clean. Good stay."
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

The Breakwaters Hyannis - Your Home Away From Home! RPAM047

9.8 out of 10, Exceptional, (12)
"We will definitely return!! Couldn’t be happier with the accommodations and the location!!!👍👍👍👍👍👍👍"
The Breakwaters Hyannis - Your Home Away From Home! RPAM047

The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool

9.6 out of 10, Exceptional, (30)
"Had a wonderful stay, unit had everything we needed, clean and easy to access. Sunsets were spectacular just a short drive away. Only wish we could've enjoyed the pool."
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool

Charming suite with pool & tennis courts - 1/2 mile to the beach

9.4 out of 10, Exceptional, (18)
"It was our first time staying at Island Inn. We thoroughly enjoyed our stay. It was peaceful and it didn’t take long to get to various destinations. We’ll visit again!"
Charming suite with pool & tennis courts - 1/2 mile to the beach

Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate

8.6 out of 10, Excellent, (39)
"We loved our stay at the Cape location perfect! Our 2nd year renting, was a disappointment!year"
Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

10.0 out of 10, Exceptional, (26)
"Great location"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
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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Other property types in Chappaquiddick Island

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (304)
"will definitely go back again .. awesome place! "
The price is AED 542
AED 620 total
includes taxes & fees
24 Nov - 25 Nov
The Club at New Seabury

Courtyard Resort

3.0 star property
8.4 out of 10, Very Good, (43)
"Great for short or extended stay. "
The price is AED 265
AED 303 total
includes taxes & fees
9 Dec - 10 Dec
Courtyard Resort

2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (85)
"We absolutely LOVED staying here. Close enough to downtown to walk but far out enough to be very quiet and peaceful. The space itself is very open and spacious while still feeling cozy and comfortable. We will definitely be back!"
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
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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