
Guesthouse vacation rentals in Dennis
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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

The Artist’s studio near Long Point Beach

Private Two bedroom Katama cottage near Edgartown

Peaceful, Family-Friendly Cottage, w/Private Beach

Country cottage walk to Alley's General Store

Carriage house in historic district,walk to beach!

Vineyard Meadow Artist Studio

The Cottage

Beautiful + Airy MV Barn
Guesthouses 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

Beach glamping at the Zen Den

Cozy Cottage
Guesthouse rentals with a washer and dryer

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

Wedding RetreatTrails Golfing Beaches Private Gem

Mermaid Cottage

Cape Cod Cottage: Walk to the Beach in Brewster!

Osterville Guest House

Marthas Vineyard 1BR Cottage 10 min to beach/town

Cape Cod beach inspired “Makondo” Suit Apartment!

Cape Cod Tree House Retreat
Quick stats about guesthouse rentals in Dennis
Total rentals
10 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
1.4K reviews
Wifi availability
10 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
- Lighthouse Beach
- Scusset Beach
- Corn Hill Beach
- Cherry and Webb Beach
- Baker's Beach Club
- Lake Tashmoo Town Beach
- Lobsterville Beach
- Sandy Neck Beach
- Round Hill Town Beach
- Horseneck Beach Main Office / Lifeguard Headquarters
- Horseneck Beach State Reservation
- Little Beach
- East Horseneck Beach
- New Bedford Whaling Museum
- East Beach
- Fort Phoenix State Reservation
- North Shore Beach
- Menemsha Beach
- West Beach