Boutique hotel vacation rentals in Dennis

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Top-rated boutique hotel rentals in Dennis

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A bright and airy room features two spacious beds with crisp linens. A small table is paired with a decorative lamp, and a television is positioned nearby. A cozy nook with bookshelves offers additional storage, while a private bathroom entrance is visible in the background.
Hotel room in Sandwich
5 out of 5 average rating, 3 reviews

Privacy & history in downtown Sandwich Village!

Located in the historic "Painted Lady" Inn building (a converted Rectory in heart of historic Sandwich Village), the "Ida" room features 2 skylights, lots of sunshine, and plenty of privacy. As part of the award-winning Belfry Inn compound, your staff with help you orchestrate your days! Walk the shops, galleries, restaurants & cafes, historic sites, gardens & museums, and the local beach & boardwalk! Try the Cape's best burger in the downstairs bistro and bar. Continental breakfast is included.

Superhost
The exterior of a charming two-story building is showcased, featuring light wood siding and white trim. Large windows allow natural light to illuminate the interior. A welcoming porch with seating is visible, framed by well-maintained landscaping and a clear blue sky in the background.
Hotel room in Dennis Port

Cape Cod 1BR Townhome on Resort w/amenities

Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Soundings Seaside Resort. The nicely-appointed rooms situated next to 365 feet of private beach, a great place to base yourself from to experience all that Cape Cod has to offer you and your family. This 1-bedroom suite has one full baths. This unit features fireplaces, while the property offers sweeping views of Nantucket Sound. The suite features a balcony/porch and full kitchen.

Superhost
A charming Victorian house featuring intricate woodwork and a wrap-around porch adorned with floral elements. Large windows allow natural light to flood the interior. The second floor includes a balcony with decorative railing, enhancing the building's character. Lush greenery surrounds the property.
Hotel room in Oak Bluffs
4.89 out of 5 average rating, 44 reviews

Porch Room 1 queen bed

The Porch Room has a queen bed and private shower room and half bath located next door to the room in the hallway. This bedroom also has its own entrance to the wrap around porch. The Porch room is one of six rooms at the Tivoli Inn. The Tivoli Inn is a charming Victorian Gingerbread house which has the island charm and a clean and friendly atmosphere. The inn is walking distance to all downtown amenities including town beach, seasonal ferry terminals and public transportation.

Superhost
The room features a spacious bed adorned with a decorative throw, accentuated by a vibrant yellow pillow. Two wooden chairs are positioned next to a side table, with a lamp and a small vase of flowers adding charm. Natural light filters through sheer curtains.
Hotel room in Woods Hole
4.68 out of 5 average rating, 119 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*

A well-equipped kitchen area is visible, featuring a stove, refrigerator, and sink, with light-colored cabinetry. A round wooden table with two chairs is positioned near the entrance, complemented by a basket on the table. Tile flooring enhances the clean and functional space.
Hotel room in East Dennis
5 out of 5 average rating, 4 reviews

Deluxe Efficiency Room at the Sesuit Harbor House

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. With two new memory foam topped queen beds, this room features wall to wall carpet, indoor/outdoor seating areas, and a full bath with tub and shower. The fully equipped kitchen has a stove, refrigerator, sink, toaster, coffee maker, microwave, table and chairs, dishware and utensils. These rooms are on the second level.

Superhost
The small motel features a charming exterior with a welcoming entrance. Lush trees with vibrant autumn leaves surround the property, providing a serene backdrop. The asphalt drive leads to individual rooms, enhancing a private and tranquil atmosphere.
Hotel room in Sandwich
4.6 out of 5 average rating, 627 reviews

Boutique 1950s Cape Cod motel

We are a small 1950s motel in a tranquil setting. You drive up to your room. We offer breakfast, housekeeping, and have guest laundry and vending and ice. Every room has a frig, microwave, coffee and tea service, and bath amenities. We offer suites with kitchenettes but these you book directly with us. You have to be 21 to rent a room, we are no pet-friendly, and 100% non-smoking. There are places to smoke. Office is open 6am-10pm. You can check-in after, just let us know.

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, 79 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
A soft, inviting bedroom is highlighted by a spacious bed dressed in white linens. Two decorative lamps with ornate bases sit on either side of the bed, illuminating plush pink pillows against a light-hued headboard. A framed mirror above the bed reflects natural light.
Hotel room in Falmouth
4.92 out of 5 average rating, 72 reviews

Park Side Queen Room @ Frederick William House

This beautifully appointed room with private bath & sitting area, includes bike rentals, cable, free WIFI, overlooking gardens & park. We are located on the Shining Sea Bikeway in Falmouth, across the street from Goodwill Park, a short walk to the Steamship Authority. Guest are welcome to take bikes over to Martha's Vineyard for day excursions. Beach passes are available, 139 private & public beaches to choose from.

Guest favorite
Aerial view of the Briarwood Beach Motel grounds showcases a well-maintained expanse of green lawn. A large American flag stands prominently at the forefront. Colorful lounge chairs are arranged on the lawn, while the motel building is visible in the background, surrounded by trees.
Hotel room in Weweantic
4.76 out of 5 average rating, 25 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!

Superhost
A view of the harbor features several yachts docked along a wooden pier. Colorful flowers in a planter are positioned in the foreground. The sky is overcast, creating a calm ambiance over the water.
Hotel room in Vineyard Haven
4.77 out of 5 average rating, 99 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.

A bright bedroom features a queen-sized bed dressed in white linens with delicate patterns. Soft light enters through the window, illuminating the room's neutral tones. A wooden dresser and a cozy armchair are visible, enhancing the inviting space. A door leads to a balcony with additional views.
Hotel room in Dennis Port
5 out of 5 average rating, 3 reviews

Room 302 - Queen Room with Balcony and Ocean View

All rooms are decorated in garden themes. This quaint room in the bed and breakfast includes one queen sized bed and has a lovely balcony with a partial ocean view of the Nantucket Sound. It sleeps two comfortably and is located on the third floor of the inn. No elevator.

A spacious room features a large bed adorned with a colorful patterned blanket and several white pillows. A small kitchenette is visible in the background, equipped with cabinetry and countertops. Natural light fills the room from the nearby door leading to additional areas.
Hotel room in North Eastham
4.67 out of 5 average rating, 12 reviews

BLUE DOLPHIN FAMILY SUITE 1

This 2 bedroom family suite has 2 double beds in one room and A king bed in another room . full bathroom, and sitting area in the second. Both rooms have TVs, A/C & Heat, and patio facing courtyard.

Popular amenities for Dennis boutique hotel rentals

Quick stats about boutique hotel rentals in Dennis

  • Total vacation rentals

    Explore 50 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at G$29,284 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Dennis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dennis rentals

  • 4.7 Average rating

    Dennis stays receive an average rating of 4.7 out of 5 from guests

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