Boutique hotel vacation rentals in Dennis

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Top-rated boutique hotel rentals in Dennis

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A serene garden setting is surrounded by lush greenery, featuring winding pathways leading to various gathering areas. A climbing structure is visible along with seating arrangements, all complemented by natural landscaping that invites exploration and relaxation.

Hotel room in Sandwich

4.86 out of 5 average rating, 7 reviews

1 or 2 bedroom suite. Jacuzzi, fireplace, private!

1 or 2-bedroom suite is part of the award-winning Belfry Inn compound which consists of 3 historic buildings. The Painted Lady is where this space is located--a converted church rectory!2-person Jacuzzi, gas fireplace stove, queen bed and private bath with glass shower. An optional 2nd adjoining bedroom with 2 twin beds and 2nd private bath with shower. Located in the heart of historic Sandwich Village! Continental breakfast is included. Rate based on 2 guests (inquire about extra person fees).

The historic mansion is illuminated at night, showcasing its elegant façade characterized by white columns and balconies. Surrounding trees create a natural setting, with warm light visible through the windows, highlighting the inviting atmosphere of the property.

Hotel room in Yarmouth Port

5 out of 5 average rating, 3 reviews

The Boutique Stagecoach Stop #6

Enjoy bed & breakfast in understated 5 star luxury in Cape Cod's most stunning historic mansion, now a leading boutique hotel in the beautiful Bayside community of Yarmouth Port. Location is central to the main attractions; 10 minutes to Island ferries, whale-watching, the Kennedy's town of Hyannis. Relax in our 2 acres of gardens, overlooking a 100 acre nature reserve. Walk to dinner at one of 3 top restaurants. Explore on foot, Sea Captains Mile, Edward Gorey Museum, the beach, boardwalk ..

Guest favorite

The outdoor area is surrounded by lush greenery, featuring a sun-drenched pool with lounge chairs arranged nearby. Several trees provide shade, while picnic tables are set on the grassy lawn, offering space for relaxation and outdoor activities.

Hotel room in East Dennis

4.97 out of 5 average rating, 30 reviews

The Quivett Room one queen size bed

This accommodation is part of Sesuit Harbor House, an award winning, full service inn, close to the beautiful Cape Cod Bay beaches including Mayflower Beach. Our guests come to beach, boat, go to theater, eat local lobster or just do nothing and hang out at our sun-drenched pool with a good book. Located in the Main house, with a luxury queen bed and lots of charm. The cozy Quivett Room also has a seating area, microwave, fridge, and a private bathroom. It overlooks the gardens and patio.

A decorative fire pit, shaped like a sphere, is surrounded by rocks and illuminated from within, casting a warm glow. The lodge is visible in the background, featuring softly lit windows amid a tree-bordered landscape.

Hotel room in Woods Hole

4.65 out of 5 average rating, 107 reviews

Treehouse Lodge, Canopy style rooms

This beautiful modern meets classic style property is a 10-minute walk from the beach and ferry to Martha's Vineyard in Woods Hole. Free private parking and free WiFi is available on site. Quick walk to the beach, several restaurants, and most science facilities. Guests can enjoy various activities in the area, including windsurfing, fishing and traveling to Martha's Vineyard. *Note to bookers- We are located on the mainland where you get the ferry to go to Martha's Vineyard*

Guest favorite

A charming multi-story building displays intricate architectural details, including decorative trim and multiple balconies. A wrap-around porch is visible, with seating areas for guests to relax. Lush landscaping surrounds the property, creating an inviting atmosphere near the harbor.

Hotel room in Oak Bluffs

4.96 out of 5 average rating, 71 reviews

In Town Queen Room

The Attleboro House has all of the conveniences of a modern hotel in the quaint atmosphere of a historic inn. Located among the famous Gingerbread Cottages and directly on the Oak Bluffs harbor, you’ll be in the perfect place for your visit to Martha’s Vineyard. Originally built in 1874, The Attleboro House was completely renovated in 2018. Relax on our wrap around porch to enjoy the bustling harbor and impressive views of the Nantucket Sound.

Guest favorite

Hotel room in Falmouth

4.95 out of 5 average rating, 22 reviews

Deluxe Black King Suite @ Frederick William House

The Deluxe Black King Suite...beautifully appointed, Cal-King pillow-top bed, featuring garden and courtyard views is located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park. Stay includes bike rentals. Enjoy being a short walk to the Steamship Authority parking & shuttle to the ferry boat. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. 139 private and public beaches to choose from.

A sandy beachfront area features several blue Adirondack chairs arranged around a wooden table. In the background, a two-story white structure is visible, complemented by green lounge chairs and beach umbrellas scattered around. The space offers a relaxed outdoor setting near the shore.

Hotel room in Dennis Port

5 out of 5 average rating, 4 reviews

Private Room in B&B with Ocean View- Room 205

Favorite of romantics – furnished with a queen bed four poster set and comfortable cushy chair, it’s the perfect place to relax! The view is breathtaking from the window in the small alcove and from the bath as well. Also included is a mini fridge and TV for your pleasure. The room accommodates up to two guests in one queen sized bed. WiFi, full breakfast, and one parking space are included. Parking is limited, so please plan accordingly.

Guest favorite

A welcoming porch area features white rocking chairs and a glass-topped wicker table. The wooden floor is painted in a soft green hue. Lush greenery is visible in the background, providing a serene setting for relaxation.

Hotel room in Oak Bluffs

4.89 out of 5 average rating, 44 reviews

Balcony Room at the Tivoli Inn

The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and exudes a clean and friendly atmosphere. The inn is walking distance to all downtown shops and restaurants, town beach, ferry terminals, and public transportation. The charming Balcony Room boasts a private flowery balcony and a private bathroom in the room. Stenciled bordered walls and original wide pine flooring.

A well-maintained pool area features a refreshing blue pool surrounded by a sleek white deck. Comfortable lounge chairs are arranged beside the pool, complemented by elegant planters filled with lush greenery. Large umbrellas provide shade over cushioned seating against a backdrop of a white fence.

Hotel room in Tisbury

5 out of 5 average rating, 22 reviews

Luxurious & Comfortable Queen Room in B&B

Charles & Charles B&B offers this wonderful room CHILMARK, which is close to the beach and restaurants and dining. We offer luxurious 100% cotton linens and delicious breakfasts served poolside and daily Maid service You will also enjoy using our free bicycles, beach chairs and beach towels. All guests must be 12 years or older. For special weekly winter rates, please contact us.

A vibrant orange kayak is captured in the foreground, facing open water under a bright sky with scattered clouds. Sunlight reflects off the calm surface, creating a shimmering effect, while lush greenery frames the background, suggesting a serene outdoor setting.

Hotel room in Wareham

4.67 out of 5 average rating, 12 reviews

Briarwood Beach Motel

Briarwood Beach Motel Just minutes from Cape Cod, our Motel is situated right on the water with unbelievable views / sunsets. We are a short walk from great New England restaurants with fresh seafood and drinks. Local hiking trails can be found close by, as well as a water park. Fish from the shore or launch a kayak into the Weweantic River right from the property!

A waterfront view is framed by two trees, showcasing calm blue waters and multiple boats anchored in the distance. A sandy beach is visible below, with a wooden seating area positioned nearby, providing a serene outdoor space.

Hotel room in Tisbury

4.76 out of 5 average rating, 97 reviews

Vineyard Harbor - Harbor View Unit 224

Vineyard Harbor Motel offers comfortable rooms, water front units, a private beach and an incredible location. We are situated on the harbor in Vineyard Haven within walking distance to the ferry, unique shops, great restaurants and perfectly placed to explore the island. Vineyard Harbor Motel is the perfect location from which to explore Martha’s Vineyard.