
Hotels in Dennis
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Top-rated hotels 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).

East Room - Chatham Guest Rooms
This comfortable unit consists of a large bedroom with high ceilings and exposed beams, a comfortable sitting area, one queen-size bed, and a window seat. The East Room sleeps 1-2 people, and includes a private bath, air conditioning, a television (basic cable), a coffee maker, and a minifridge. Children accompanied by 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.

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.

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.

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.

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.

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.

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.

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

The Inn @ Buzzards Bay King Bed
Enjoy easy access to popular shops and restaurants from this charming place to stay. Located less than a half a mile from the Cape Cod Canal. At the base of the Bourne Bridge we are convenient to all access points. Route 25 route three route 495 route 195. 
Popular amenities for Dennis hotels
Family-friendly hotels

Room #6 Ocean Front Beach House Inn

Room #5 Ocean Front Beach House Inn

Room #3 Ocean Front Beach House Inn

Room #1 Ocean Front Beach House Inn

Main Suite - Chatham Guest Rooms

Deluxe Black King Suite @ Frederick William House

Glendale Petite @ Frederick William House

Garden Suite - Chatham Guest Rooms
Hotels with a pool

Pleasant Bay Village Resort - Standard Room

Near Falmouth Beaches + Pool. Dining. Bar.

Deluxe Efficiency Room at the Sesuit Harbor House

Hyannis Harbor Hotel - King Suite with Kitchen

Captain's Quarters, Cape Cod

Standard room - 2 double beds.

Beach, fire pit & s’mores at sunset

Luxury 3 Bed Apartment in Hyannis with Waterpark
Hotels with a patio

Ocean club Smugglers Beach

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

MORGAN HOTEL ~ Standard Queen w/ wet bar

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

MORGAN HOTEL ~ Standard King w/ Private Bathroom

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 | $636 CAD | $656 CAD | $656 CAD | $687 CAD | $453 CAD | $553 CAD | $664 CAD | $687 CAD | $515 CAD | $458 CAD | $636 CAD | $636 CAD |
| 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 $141 CAD 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

Wifi availability
60 of Dennis vacation rentals include wifi 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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