
Hotel holiday rentals in Dennis
Find and book unique hotel rentals on Airbnb
Top-rated hotel rentals in Dennis
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.

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).

Boutique motel w/ private beach, steps from ferry
Lovely, modern room in boutique hotel with private beach. Watch the Steamship Authority ferries come into the harbor. No need for a car as the property is just steps from the ferry terminal, art galleries, shops and restaurants like the famous Black Dog Tavern. Unit was completely remodeled in 2021 featuring all new furniture and decor. The property offers friendly service and amenities such as outdoor grill, picnic tables, beach loungers, and a community room. A perfect island getaway!

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.

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.

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.

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.

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
Popular amenities for hotel rentals in Dennis
Family-friendly hotel rentals

Luxury SeaSide King Suite, Frederick William House

The Inn @ Buzzards Bay King Bed

Wellfleet Center Oasis Room 2

Main Suite - Chatham Guest Rooms

Vineyard Harbor - Harbor View Unit 237

Deluxe Black King Suite @ Frederick William House

Vineyard Harbor - Unit 108

Glendale Petite @ Frederick William House
Hotel rentals with a pool

Near Falmouth Beaches + Pool. Dining. Bar.

Inn on the Square - Two Queen Guest Room

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

MORGAN HOTEL ~ Standard Queen w/ wet bar

sisu, a boutique motel: helmsman

Modern Deluxe Studio with Waterfront Views

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

Tranquil Studio@ Edgewater Beach Resort

Deluxe king bedroom (No Pets)
When is the best time to visit Dennis?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | ₹39,571 | ₹40,799 | ₹40,799 | ₹42,729 | ₹28,165 | ₹34,394 | ₹42,905 | ₹42,027 | ₹32,902 | ₹35,184 | ₹39,571 | ₹39,571 |
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 holiday rentals
Explore 60 holiday rentals in Dennis
Nightly prices starting at
Dennis holiday rentals start at ₹8,774 per night before taxes and fees
Verified guest reviews
Over 340 verified reviews to help you choose
Holiday rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
60 of Dennis holiday 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
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- House rentals Dennis
- Boutique hotel rentals Dennis
- Rentals with breakfast Dennis
- Rentals with a firepit Dennis
- Rentals with pools Dennis
- Rentals with a kayak Dennis
- Rentals with a hot tub Dennis
- Flat rentals Dennis
- Bed and breakfasts Dennis
- Fitness-friendly rentals Dennis
- Beach house rentals Dennis
- Rentals with beach access Dennis
- Cottage rentals Dennis
- Private suite rentals Dennis
- Rentals with an EV charger Dennis
- Rentals with a fireplace Dennis
- Pet-friendly rentals Dennis
- Rentals with outdoor seating Dennis
- Guest house rentals Dennis
- Rentals with lake access Dennis
- Apartment rentals Dennis
- Villa rentals Dennis
- Beachfront rentals Dennis
- Family-friendly rentals Dennis
- Waterfront rentals Dennis
- Rentals with a patio Dennis
- Rentals with a washing machine and dryer Dennis
- Hotel rentals Barnstable County
- Hotel rentals Massachusetts
- Hotel rentals United States
- Cape Cod
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Mayflower Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Minot Beach
- Town Neck Beach
- Inman Road Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Scusset Beach
- Cape Cod Inflatable Park
- Peggotty Beach