Holiday rentals in Dennis

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Dennis

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Place to stay in Wellfleet

4.98 out of 5 average rating, 163 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

30 Apr – 7 May

$211 SGD per night
Guest favourite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a cape style cottage community that offers a private association beach. There are water views from both the living room and deck. Grab the provided beach chairs, water tubes, cooler and walk a 140 steps from the deck to the beach. You can also walk, bike, or fish on cape cod canal nearby. Close proximity to local restaurants, hiking trails and Golf Courses. Cape Cod Bridge 2 min away. 20% off wk!

28 Dec – 4 Jan

$180 SGD per night
Guest favourite

Cottage in Dennis

4.94 out of 5 average rating, 213 reviews

Walk to Beach - Experience Dennis Beach House - AC

A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

28 Nov – 5 Dec

$224 SGD per night

Popular amenities for Dennis holiday rentals

Stay near Dennis's top sights

West Dennis Beach83 locals recommend
Captain Parker's Pub81 locals recommend
Sesuit Harbor Cafe167 locals recommend
Kream 'n Kone58 locals recommend
Pirate's Cove Adventure Golf130 locals recommend
Whydah Pirate Museum111 locals recommend

Other great holiday rentals in Dennis

Superhost

Cottage in Dennis

4.92 out of 5 average rating, 119 reviews

Cape Escape-The Perfect Getaway

21–28 Apr

$190 SGD per night
Guest favourite

Tiny home in Dennis Port

4.81 out of 5 average rating, 433 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

15–22 May

$227 SGD per night
Guest favourite

Home in Dennis

4.95 out of 5 average rating, 148 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

6–13 Mar

$339 SGD per night
Guest favourite

Home in Brewster

4.95 out of 5 average rating, 137 reviews

Brewster Home on Lower Mill Pond

4–11 Dec

$225 SGD per night
Superhost

Cottage in Dennis

4.88 out of 5 average rating, 344 reviews

Waterfront Cottage on White Pond(Graham Cracker)

16–23 Oct

$273 SGD per night
Guest favourite

Flat in Dennis

4.88 out of 5 average rating, 16 reviews

Pool condo in Dennis Village, 4 mins to Mayflower

24–31 Dec

$212 SGD per night
Guest favourite

Apartment in Dennis

4.9 out of 5 average rating, 69 reviews

The Sea Salt Studio - Steps to the Beach!

17–24 Mar

$223 SGD per night
Superhost

Flat in Dennis

4.81 out of 5 average rating, 26 reviews

Beach Condo

29 Sep – 6 Oct

$179 SGD per night
Superhost

Apartment in West Dennis, Dennis

4.79 out of 5 average rating, 29 reviews

Hidden Hideaway

16–23 Apr

$124 SGD per night
Guest favourite

Apartment in Dennis

4.88 out of 5 average rating, 73 reviews

Quiet Studio; Walk to Beach/Restaurant/Bars

30 Sep – 7 Oct

$171 SGD per night
Guest favourite

Cottage in Yarmouth

4.93 out of 5 average rating, 99 reviews

Quiet Moments Cottage

6–13 Apr

$168 SGD per night
Guest favourite

Cabin in Brewster

4.98 out of 5 average rating, 58 reviews

Cozy Cape Cabin

8–15 May

$177 SGD per night

Quick stats about holiday rentals in Dennis

Total rentals

1.4K properties

Rentals with dedicated workspaces

460 properties have a dedicated workspace

Rentals with a pool

160 properties have a pool

Pet-friendly rentals

280 properties allow pets

Family-friendly rentals

1.1K properties are a good fit for families

Total number of reviews

39K reviews

Destinations to explore