
Guesthouse vacation rentals in Dennis
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Dennis
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Dennis guesthouses
Family-friendly guesthouses

West Chop Cottage + Beach Access

Peaceful, Family-Friendly Cottage, w/Private Beach

Joe's Beach Hideaway

Mermaid Cottage

Osterville Guest House

Cozy 2 bedroom home near Rock Harbor/ bike trail

Rugosa Guest House - Room 4

Rugosa Guest House - Room 5
Guesthouses with a patio

Harwich Port - "Lee Side" cottage by the beach!

Private cabin in Wildlife Habitat; near bus route

Private 1 king bedroom guest house-2021 built

Waterfront Cottage / Your Cape Escape

Cozy, renovated home in a charming duplex cottage

Carriage House - Oyster Pond, Steps to Beach+Town

the Elevated Escape

Cozy Cottage
Guesthouse rentals with a washer and dryer

Cape Cod Cottage: Walk to the Beach in Brewster!

Carriage house in historic district,walk to beach!

Guest Cottage

Guest house over Garage

Escape to Bungalow 24 on MV!

Brand new, on a swimmable pond

Cape Cod beach inspired “Makondo” Suit Apartment!

Pristine Mid Cape Carriage House w/ Ocean Views
Quick stats about guesthouse rentals in Dennis
Total rentals
20 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
1.4K reviews
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Sesuit Harbor Cafe, Whydah Pirate Museum, and Captain Parker's Pub
Destinations to explore
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- Earle Road Beach
- Chapin Memorial Beach
- Oyster Harbors Beach
- Englewood Beach
- Springhill Beach
- Surfside Beach
- Pilgrim Beach
- Peggotty Beach
- Minot Beach
- Forest Beach
- Cahoon Hollow Beach
- Sunken Meadow Beach
- Coast Guard Beach