Top 10 Romantic Hotels & Accommodation in Chappaquiddick Island from NZ$817

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

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Our top choices for Chappaquiddick Island romantic hotels

Iron/ironing board, free WiFi, bed sheets

1. Make Lasting Memories In This Adorable Vineyard Cottage!

Oak Bluffs

Karen C.

NZ$817

includes taxes & fees

2 Sept - 3 Sept

3 bedrooms, iron/ironing board, WiFi, bed sheets

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

Oak Bluffs

Karen M.

NZ$1,383

includes taxes & fees

11 Sept - 12 Sept

Coffee/tea maker, fridge, microwave, oven

3. The Seashell Cove - Martha's Vineyard

Katama

Eric C.

NZ$2,012

includes taxes & fees

6 Sept - 7 Sept

4. WATERFRONT Downtown Cottage w/ Beach

Tisbury

John M.

NZ$2,324

includes taxes & fees

8 Sept - 9 Sept

Smart TV, fireplace, books, video library

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

Little Neck Bay

Eric S.

NZ$2,299

includes taxes & fees

29 Aug - 30 Aug

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

Oak Bluffs

"The house and hosts are extraordinary! The property is gorgeous, from the landscaping to the architecture. We loved the saltwater pool, hot tub, and private pond access. The rooms were spacious, the beds were comfortable, the house was spotless, and the hosts provided every toiletry and towel we could possibly need. They were incredibly kind and excellent communicators. They even let us drop off our golf bags early in the morning so we could explore the island before our tee time at the nearby...

Michael T.

NZ$6,116

includes taxes & fees

20 Sept - 21 Sept

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

East Falmouth

Erin S.

NZ$1,645

includes taxes & fees

7 Sept - 8 Sept

Beach nearby, sun-loungers, beach towels

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

Centerville

Nancy J.

NZ$1,805

includes taxes & fees

7 Sept - 8 Sept

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Top Chappaquiddick Island Hotel Reviews

Hyannis Plaza Hotel

10/10 Excellent

"Hot tub"

Hyannis Harbor Hotel

10/10 Excellent

"Our family of 5 had a wonderful time here. Across from the ferry Restaurants and Town center within walking distance. Lots of shopping in the town center Central Cape Cod location Best Ice cream right across the street Black Cat Restaurant is a must! They have a takeout window, a back area for casual dining, and main restaurant for upscale dining."

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?"

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!"

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"

Nantucket Resort Collection

10/10 Excellent

"The rooms were spotless, the staff was absolutely wonderful and the breakfast was amazing every morning!"

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Change your mind

Treat yourself

Be picky

Check availability on Chappaquiddick Island Romantic Hotels

Our top choices for Chappaquiddick Island romantic hotels

1. Make Lasting Memories In This Adorable Vineyard Cottage!