
Hotel vacation rentals in Dennis
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Top-rated hotel rentals in Dennis
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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).

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*

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.

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.

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.

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.

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.)

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.

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!

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!

#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

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
Family-friendly hotel rentals

Room #6 Ocean Front Beach House Inn

Wellfleet Center Oasis Room 2

East Room - Chatham Guest Rooms

In Town Queen Room

Vineyard Harbor - Harbor View Unit 237

Deluxe Black King Suite @ Frederick William House

103 Superior Queen

All Seasons Resort Superior 2 queens
Hotel rentals with a pool

The Quivett Room one queen size bed

Near Falmouth Beaches + Pool. Dining. Bar.

Captain's Quarters, Cape Cod

Standard room - 2 double beds.

Beach, fire pit & s’mores at sunset

Spacious room with 2 queens & single sleeper sofa

Luxury 3 Bed Apartment in Hyannis with Waterpark

Ocean front 2-bedroom suite on beautiful beach
Hotel rentals with a patio

Ocean club Smugglers Beach

The Cove 1 week 9/12-9/19/25

sisu, a boutique motel: captains

sisu, a boutique motel: helmsman

Surfside Studio - April 25 - May 2, 2025 2-7 days

Tranquil Studio@ Edgewater Beach Resort

Deluxe king bedroom (No Pets)

Deluxe room with Two full BED
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,656 | ﺩ.ﺇ1,708 | ﺩ.ﺇ1,708 | ﺩ.ﺇ1,789 | ﺩ.ﺇ1,179 | ﺩ.ﺇ1,440 | ﺩ.ﺇ1,796 | ﺩ.ﺇ1,759 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,473 | ﺩ.ﺇ1,656 | ﺩ.ﺇ1,656 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
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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