
Guesthouse holiday 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.
Holiday 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

Marthas Vineyard 1BR Cottage 10 min to beach/town

COZY GUESTHOUSE
Guesthouses with a patio

Private cabin in Wildlife Habitat; near bus route

Private Two bedroom Katama cottage near Edgartown

Private 1 king bedroom guest house-2021 built

Cozy, renovated home in a charming duplex cottage

Charming W. Tisbury Studio Guest Cottage

Carriage House - Oyster Pond, Steps to Beach+Town

the Elevated Escape

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

Wedding RetreatTrails Golfing BikePath Private Gem

Cape Cod Cottage: Walk to the Beach in Brewster!

Guest Cottage

Guest house over Garage

The Cottage

Quiet, Pet Friendly, Close to Edgartown and Oak Bl

Cape Cod beach inspired “Makondo” Suit Apartment!

Cozy Vineyard Cottage
Quick stats about guesthouse rentals in Dennis
Total rentals
20 properties
Nightly prices starting at
$71 NZD before taxes and fees
Total number of reviews
1.4K reviews
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi 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
- Long Beach
- Lake Tashmoo Town Beach
- Pinehills Golf Club
- Nickerson State Park
- Gay Head Town Beach
- East Horseneck Beach
- Round Hill Town Beach
- New Bedford Whaling Museum
- Little Beach
- Horseneck Beach State Reservation
- Fort Phoenix State Reservation
- Brant Beach