An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

Find Romantic Hotels in Chappaquiddick Island, MA

Check availability on Chappaquiddick Island Romantic Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Chappaquiddick Island romantic hotels

1. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
United States
Karen C.
£369
includes taxes & fees
2 Sept - 3 Sept
Make Lasting Memories In This Adorable Vineyard Cottage!

2. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
United States
Karen M.
£617
includes taxes & fees
11 Sept - 12 Sept
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

3. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
United States
Eric C.
£884
includes taxes & fees
6 Sept - 7 Sept
The Seashell Cove - Martha's Vineyard

4. WATERFRONT Downtown Cottage w/ Beach

WATERFRONT Downtown Cottage w/ Beach
Tisbury
United States
John M.
£1,065
includes taxes & fees
8 Sept - 9 Sept
WATERFRONT Downtown Cottage w/ Beach

5. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
United States
Eric S.
£1,038
includes taxes & fees
29 Aug - 30 Aug
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

6. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
United States
Michael T.
£2,799
includes taxes & fees
13 Sept - 14 Sept
Beautiful Estate with salt water pool & pond with kayaks

7. Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!

Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!
East Falmouth
United States
Erin S.
£764
includes taxes & fees
7 Sept - 8 Sept
Beach Front on Beautiful Jenkins Pond, Quiet Area, Discounted off season rates!

8. Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Centerville
United States
Nancy J.
£805
includes taxes & fees
7 Sept - 8 Sept
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

9. LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
United States
Elizabeth S.
£1,080
includes taxes & fees
13 Sept - 14 Sept
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
View all properties

Top Chappaquiddick Island Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Hot tub"
Alexander 1-night trip
Posted 16 hours ago
Hyannis Plaza Hotel
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Everything was excellent, but the last three times we've been there ( every year we book two rooms for 1 week in August) check-in is supposed to be at four and for past three years we've had to wait until almost 6 PM. I just can't understand it. They make you leave at 11 o'clock in the morning on the dot at check out but the rooms are never ready until 6 PM so why rush out if not ready or even started cleaning until probably 4? As a courtesy, if they make you wait two hours, they should automatically give you a late checkout or give you a complementary breakfast?"
William 4-night trip
Posted 1 day ago
Sea Crest Beach Resort
Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

10/10 Excellent
"We loved staying at the Anchor In! Set overlooking the harbor, it was a perfect getaway, close enough to the town of Hyannis, yet far enough from the hustle and bustle of tourists during peak season. Dale who managed the breakfast area was friendly and helpful in advising local excursions. The breakfast offered a selection of cereals, fruit, muffins, bagels and breakfast sandwiches. In addition an assortment of drinks, yogurts and snack bars were available. Coffee and cookies were available late into the night to enjoy around their fire pit.Beautiful flowers surrounded their swimming pool. Mary Kay greeted us with a smile at the front desk and called us when our room was available. ( We arrived by 10 am) All in all a wonderful stay, we would highly recommend this resort!"
joseph 5-night trip
Posted 2 days ago
Anchor In Distinctive Waterfront Lodging
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"I have a great experience with this hotel. This is third time staying here. The staff is kind and allows me to check-in early. I plan to stay here next year, August 2027"
Markia 3-night trip
Posted 2 days ago
Admiralty Inn & Suites - a Red Collection Hotel
Nantucket Resort Collection

Nantucket Resort Collection

10/10 Excellent
"The rooms were spotless, the staff was absolutely wonderful and the breakfast was amazing every morning!"
Jennifer 4-night trip
Posted 7 days ago
Nantucket Resort Collection

Explore a world of travel with Expedia