Hotel vacation rentals in Dennis

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Top-rated hotel rentals in Dennis

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Guest favorite
A view from a balcony showcases a wide stretch of ocean under a clear blue sky. Outdoor seating arrangements are visible below, along with a pathway leading to the beach. A few seaside homes can be seen in the distance.
Hotel room in Dennis Port
5 out of 5 average rating, 9 reviews

Oceanview condo with heated pool

NOTE: QUEEN BED SHEETS AND TOWELS NOT PROVIDED. You won’t want to leave this charming, one-of-a-kind place. This 2nd floor condo has a large deck which overlooks the ocean and a heated pool. Onsite management for all your needs during your stay. Gas grills and outdoor seating for your meals. Spend the day across the street at the beach, grab a bite to each at many area restaurants, and take a dip in the heated pool. Sofa bed in living room for additional guests (4 guests total allowed).

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, 118 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*

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
4.59 out of 5 average rating, 623 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 well-equipped kitchen features granite countertops, a dining area with a wooden table, and seating at the island. Natural light streams through multiple windows adorned with floral curtains. The space is complemented by warm-toned walls and modern appliances.
Hotel room in Chatham
4.95 out of 5 average rating, 195 reviews

Main Suite - Chatham Guest Rooms

This welcoming guest suite has a queen bed and a separate living room with a library, cathedral ceilings, and a full-sized sofa bed (additional fees for use of extra bed). Kitchen is stocked with dishes, silverware, cooking utensils, coffee & tea maker, microwave, and dishwasher! Children lodging with an attentive adult must be at least 7 years old. This unit is upstairs. Stairs in old buildings are steeper than modern stairs. Best for guests comfortable with stairs.

Top guest favorite
Private room in Chatham
5 out of 5 average rating, 32 reviews

Tina's Culdesac B&B Sleeps 4 w/ Breakfast

Our Bed and Breakfast is at the end of a quiet cul-de-sac. The neighborhood is quiet, beautiful, well maintain, and within walking distance of local beaches, the fish pier and downtown Chatham where you can dine and shop. The Innkeepers will serve you a continental breakfast each morning. We will clean your room while you are out and about each day. We are also very knowledgeable about great places to eat, shop, or where to go to the beach.

Guest favorite
A well-lit corner of the room features two white chairs paired with a round table, complemented by a lamp. Natural light streams through two tall windows adorned with sheer curtains. The space showcases a decorative cabinet against the wall and an inviting doorway leading to a private bathroom.
Hotel room in Falmouth
4.91 out of 5 average rating, 66 reviews

Glendale Petite @ Frederick William House

The Glendale Petite Room is Double Deluxe Room at Frederick William House. Located on the Shining Sea Bikeway in Falmouth Massachusetts across the street from Goodwill Park. Your stay includes bike rentals. 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. Beach passes are available allowing access all 139 private & public beaches.

Guest favorite
A freshly renovated room features a spacious bed adorned with neutral-toned linens. Natural light filters through two bright windows. A private bathroom with a shower is visible through an open door, complementing the serene green walls.
Hotel room in Wellfleet
4.89 out of 5 average rating, 197 reviews

Wellfleet Center Oasis Room 1

Beautiful, newly renovated room with connected private bath in lovely downtown Wellfleet private home. Room includes TV, Microwave & Mini Refrigerator This much sought after town location gives you the freedom to walk to shops, restaurants, galleries, public transportation, town pier and bay beach. This quiet location is just one short block to Main Street. (PLEASE NOTE: We are unable to accommodate infants, children and pets.)

Guest favorite
A welcoming entrance is framed by manicured greenery and features a series of steps leading up to double glass doors. A brick pathway guides visitors to the front porch, which is illuminated by pendant lighting.
Hotel room in Chatham
4.94 out of 5 average rating, 18 reviews

Serene retreat with pool & fitness center

A daily resort fee of $35 per room is collected by the hotel. At Chatham Wayside Inn, our newly renovated rooms offer guests a warm, inviting atmosphere in two distinctive buildings—the Main Inn and Parkside—centering around a serene patio and pool. Each of our 56 rooms and suites features its own unique décor and special touches. We take pride in providing a comfortable, refreshed stay designed for relaxation and enjoyment.

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
The exterior of The Coonamessett showcases a charming blend of red buildings with white trim under a cloudy sky. A welcoming entrance is visible, framed by lush greenery and colorful flowers. An American flag stands proudly near the entrance, complementing the classic New England architecture.
Hotel room in Falmouth
4.75 out of 5 average rating, 4 reviews

In the “village” behind the main inn building

Stay in our cozy, dog-friendly Village King Suites near Jones Pond, behind our Falmouth MA inn. Each 375-square-foot suite features a separate king bedroom, living area, walk-in shower, and modern amenities like two Smart TVs, mini-fridge, and free WiFi. Accommodates up to three guests with a roll-away bed. Perfect for guests traveling with pets!

Guest favorite
A comfortable bed is dressed in a light-patterned coverlet, flanked by a vibrant red pillow featuring an anchor design and a decorative pillow with the word 'ahoy'. A mirror with a mermaid decoration hangs above the headboard, with soft blue walls enhancing the space.
Hotel room in Hyannis Port
4.86 out of 5 average rating, 115 reviews

#8 location location location, pool private room

Private rooms, private bath, wifi, continental breakfast daily at Salt Winds. Walk to beach and town and enjoy all Hyannis has to offer. Island ferry one mile to both Islands, 1 hour drive to PTOWN. Parking, pool no glass in pool area, beach towels and chairs available. Other rooms available sorry no pets allowed

Guest favorite
A private deck is visible, featuring a round table surrounded by four white chairs. The ocean is in the background, with a sandy beach extending along the shoreline. Calm waters blend with a clear blue sky, creating a relaxed and open atmosphere.
Hotel room in West Dennis
4.91 out of 5 average rating, 190 reviews

Room #2 Oceanfront Beach House Inn

Room #2 is the largest room in the house, located front and center facing the beach. It has a Queen sized bed, as well as a full-sized futon. Views from this room and deck are absolutely breathtaking! If party of more than 4, please inquire about renting multiple rooms here.

Popular amenities for Dennis hotel rentals

When is the best time to visit Dennis?

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Avg. priceﺩ.ﺇ1,656ﺩ.ﺇ1,708ﺩ.ﺇ1,708ﺩ.ﺇ1,789ﺩ.ﺇ1,179ﺩ.ﺇ1,440ﺩ.ﺇ1,796ﺩ.ﺇ1,759ﺩ.ﺇ1,377ﺩ.ﺇ1,473ﺩ.ﺇ1,656ﺩ.ﺇ1,656
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Quick stats about hotel rentals in Dennis

  • Total vacation rentals

    Explore 60 vacation rentals in Dennis

  • Nightly prices starting at

    Dennis vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 340 verified reviews to help you choose

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    60 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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