
Guesthouse vacation rentals in Dennis
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Top-rated guesthouse rentals in Dennis
Guests agree: these guesthouse rentals 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 guesthouse rentals
Family-friendly guest house rentals

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 3
Guest house rentals with a patio

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

Claw Foot Tub & King Bed at Club Tanuki Cottage

the Elevated Escape

Cozy Cottage

Brand new, on a swimmable pond
Guest house rentals with a washer and dryer

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

Cape Cod Cottage: Walk to the Beach in Brewster!

Carriage house in historic district,walk to beach!

Guest Cottage

Guest house over Garage

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
R750 ZAR 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
West Dennis Beach, Whydah Pirate Museum, and Captain Parker's Pub
Destinations to explore
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Onset Beach
- Owen Park Beach
- New Silver Beach
- Sagamore Beach
- Lighthouse Beach
- Scusset Beach
- Baker's Beach Club
- Corn Hill Beach
- Cherry and Webb Beach
- Lobsterville Beach
- Lake Tashmoo Town Beach
- Long Beach
- Pinehills Golf Club
- Nickerson State Park
- Little Beach
- East Horseneck Beach
- Horseneck Beach State Reservation
- Horseneck Beach Main Office / Lifeguard Headquarters
- Squibnocket Beach
- New Bedford Whaling Museum
- Stonewall Beach
- Menemsha Beach