Top 10 Romantic Hotels & Accommodation in Chappaquiddick Island from AU$698

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

A wooden deck with a white railing, two chairs, and a small table.

A cozy bedroom with a wooden floor, a bed with floral bedding, a white ladder, a kitchen area, and a door with a decorative glass panel.

A loft bedroom with a white ladder leading to a lofted sleeping area. A kitchen is visible in the background.

A small, single-story building with a gabled roof and a front porch.

1. Make Lasting Memories In This Adorable Vineyard Cottage!

Oak Bluffs

Karen C.

AU$698

includes taxes & fees

2 Sept - 3 Sept

A spacious living area with a high ceiling, a dining table, and a kitchen area.

A bedroom with a bed, a desk, and a TV. There are three windows providing natural light.

A spacious living room with a brick fireplace, a white sofa, and a dining area with a table and chairs.

A spacious room with a large wooden dining table, comfortable seating, and large windows offering a view of the outdoors.

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

Oak Bluffs

Karen M.

AU$1,163

includes taxes & fees

11 Sept - 12 Sept

A spacious living area with wooden beams, a dining table, and a sofa.

A wooden deck with a table and chairs, surrounded by lush greenery.

A spacious living area with a wooden staircase, a kitchen in the background, and a sign that reads "BEACH".

A kitchen with white cabinets, a granite countertop, a built-in oven, a microwave, and a window with a yellow valance.

3. The Seashell Cove - Martha's Vineyard

Katama

Eric C.

AU$1,629

includes taxes & fees

6 Sept - 7 Sept

A wooden deck with wicker furniture, a table with a vase of flowers, and a view of a marina with boats.

A window with a view of a marina, boats, and a sandy beach.

A modern kitchen with white cabinetry, a central island with bar stools, a stainless steel refrigerator, and a hanging light fixture.

A bedroom with a large bed, a wooden bench, a nightstand, and a view of the outdoors.

4. WATERFRONT Downtown Cottage w/ Beach

Tisbury

John M.

A beach with clear water and a sandy shore.

A living room with a sofa, chairs, a coffee table, and a large window with a view of the outdoors.

A covered porch with a pergola, outdoor seating, and a view of a lake.

A house with a paved driveway leading to a wooden door, surrounded by trees and shrubs.

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

Little Neck Bay

Eric S.

AU$1,948

includes taxes & fees

29 Aug - 30 Aug

A two-story house with a stone facade, a covered patio, and a well-maintained garden.

A house with a well-maintained lawn and a stone pathway leading to the entrance.

A spacious living room with a fireplace, comfortable seating, and large windows.

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.

AU$5,098

includes taxes & fees

13 Sept - 14 Sept

A spacious kitchen with a large island, wooden ceiling beams, and large windows.

A living room with a fireplace, a bookshelf, and a sign that reads "BEACH".

A spacious room with large windows, a dining area, and a cozy seating area.

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

East Falmouth

Erin S.

AU$1,380

includes taxes & fees

7 Sept - 8 Sept

A living room with a white sofa, a coffee table with a glass vase, and a view of the outdoors through a large window.

A two-story house with a patio area, outdoor furniture, and a red umbrella.

A room with a large window overlooking a grassy yard and a wooden fence.

A beach with a clear sky, sandy shore, and a building with a dome and spire in the distance.

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

Centerville

Nancy J.

AU$1,518

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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Check availability on Chappaquiddick Island Romantic Hotels

Our top choices for Chappaquiddick Island romantic hotels

1. Make Lasting Memories In This Adorable Vineyard Cottage!