Photo by Jason Kennedy
Find Romantic Hotels in Chappaquiddick Island, MA
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chappaquiddick Island Romantic Hotels
Our top choices for Chappaquiddick Island romantic hotels
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably PricedNew Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
Courtney R.
The price is ￥47,721
￥98,674 total
includes taxes & fees
May 22 - May 23
Edgartown Designer Cottage between Town & Beach.
Edgartown Designer Cottage between Town & Beach.Katama
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful week in MV! The cottage had everything we needed and was a great location to bike into town or to the beach. Would love to come back and stay again!"
Lauren B.
The price is ￥69,195
￥124,911 total
includes taxes & fees
Jun 2 - Jun 3
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Located Steps Away To Main Street And .7 Miles From Surf Drive BeachFalmouth
10.0 out of 10, Exceptional, (216 reviews)
"Great place to stay for Christmas with our family. Cozy place with a convenient location. "
Gail B.
The price is ￥31,814
￥87,387 total
includes taxes & fees
May 25 - May 26
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!Oak Bluffs
9.0 out of 10, Wonderful, (4 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
Karen M.
The price is ￥55,598
￥141,949 total
includes taxes & fees
May 26 - May 27
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!Tisbury
10.0 out of 10, Exceptional, (57 reviews)
"We loved the location and place was great!"
Eileen M.
The price is ￥84,148
￥107,496 total
includes taxes & fees
Jun 14 - Jun 15
The Seashell Cove - Martha's Vineyard
The Seashell Cove - Martha's VineyardKatama
9.8 out of 10, Exceptional, (26 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
Eric C.
The price is ￥96,635
￥163,912 total
includes taxes & fees
May 22 - May 23
Waterfront • Pet Friendly • Book NOW for 2026
Waterfront • Pet Friendly • Book NOW for 2026Centerville
9.6 out of 10, Exceptional, (53 reviews)
"We had a wonderful week!"
Tom V.
Beautiful Estate with salt water pool & pond with kayaks
Beautiful Estate with salt water pool & pond with kayaksOak Bluffs
The price is ￥318,140
￥502,483 total
includes taxes & fees
Jun 11 - Jun 12
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.
Top Chappaquiddick Island Hotel Reviews
Jared Coffin House
10/10 Excellent
Explore a world of travel with Expedia
- Vacation Homes in Nantucket Island
- Luxury Hotels in Hyannis
- B&B in Woods Hole
- Luxury Hotels in Nantucket Island
- Beach Hotels in Katama
- Hotel with a Concierge Hotels in Nantucket Island
- Beach Hotels in Cape Cod
- Sandwich Hotels
- Cheap Hotels in Nantucket Island
- B&B in Oak Bluffs
- Hotels with a Pool in Centerville
- Hotels near Cape Cod Melody Tent
- Pousadas in Martha's Vineyard
- Hotels near Woods Hole Science Aquarium
- Palaces in Martha's Vineyard
- Pousadas in Nantucket
- Golf Hotels in Cape Cod
- Guest Houses in Sandwich
- Resorts in Nantucket Island
- Inns in Buzzards Bay
- Beach Hotels in Nantucket
- Riads in Martha's Vineyard
- Ryokans in Nantucket
- Katama Hotels
- Castles in Nantucket Island
- Luxury Hotels in Nantucket
- Cheap Hotels in Barnstable County
- Resorts in Surfside
- Resorts & Hotels with Spas in Nantucket
- Cheap Hotels in Martha's Vineyard
- Hostels in Hyannis
- Inns in Cape Cod
- Inns in Woods Hole
- Cheap Hotels in Cape Cod
- Apartments in Cape Cod
- Rv Parks in Cape Cod
- Woods Hole Hotels
- Hotels near South Cape Beach State Park
- Boutique Hotels in Martha's Vineyard
- Beach Hotels in Martha's Vineyard
- Town Houses in Marstons Mills
- Farmstay in East Sandwich
- Farmstay in Cape Cod
- Hostels in Martha's Vineyard
- Hotels near Martha's Vineyard Film Center
- Cheap Hotels in Hyannis
- B&B in Cape Cod
- Vineyard Haven Hotels
- Farmstay in Martha's Vineyard
- Nantucket Hotels
- Nantucket Town Hotels
- Inns in Hyannis Port
- Aparthotels in Cape Cod
- Business Hotels in Nantucket Island
- Motels in Mattapoisett Center
- Town Houses in Hyannis Port
- Historic Hotels in Nantucket Island
- Country Houses in Cape Cod
- Hotels near Island Queen Ferry
- Pet-Friendly Hotels in Barnstable
- Winery Hotels in Vineyard Haven
- Inns in Nantucket Island
- B&B in Martha's Vineyard
- B&B in Surfside
- B&B in Hyannis
- Family Hotels in Nantucket
- Hostels in Cape Cod
- Boutique Hotels in Barnstable
- Holiday Park Resorts in Oak Bluffs
- Winery Hotels in Martha's Vineyard
- Cheap Hotels in Nantucket Town
- Inns in Bourne
- Hyannis Hotels
- Guest Houses in Cape Cod
- Rv Parks in Nantucket
- Cheap Hotels in Nantucket
- Hotels near Cape Cod Inflatable Park
- Pet-Friendly Hotels in Hyannis
- Falmouth Hotels
- Resorts in Martha's Vineyard
- Hotels near Cape Codder Water Park
- Chalets in Nantucket
- Luxury Hotels in Hyannis Port
- Boutique Hotels in Nantucket
- Inns in Chilmark
- Vacation Homes in Cape Cod
- Luxury Hotels in Martha's Vineyard
- Rv Parks in Martha's Vineyard
- Holiday Park Resorts in Nantucket
- Resorts in Cape Cod
- Hotels near Seagull Beach