East Dennis Holiday Homes from £237: Search Holiday Homes in East Dennis

A coastal house with a wooden deck, surrounded by trees and a sandy beach.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for East Dennis holiday homes

A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

1. Cape Cod's "Beach Rose"

Dennis

Rachael M.

A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

2. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Dennis Port

Laurie and Rick A.

A cozy living room with a sectional sofa, a fireplace, and wooden walls.

3. Family-Friendly Home! Walk to Sea Street Beach

Dennis Port

Devin L.

includes taxes & fees

11 Oct - 12 Oct

An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

4. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis

Patrick T.

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

5. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Dennis Port

Art E.

includes taxes & fees

15 Oct - 16 Oct

A room with a wooden piano, a round mirror, a white door leading to a balcony with a view of greenery, and a hanging light fixture.

6. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Dennis

includes taxes & fees

9 Nov - 10 Nov

A patio with white Adirondack chairs, a fire pit, and potted plants.

7. Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Dennis

Kathleen F.

includes taxes & fees

11 Oct - 12 Oct

8. George and Pearl's Cape House

South Yarmouth

includes taxes & fees

12 Oct - 13 Oct

A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

9. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

West Brewster

Jim M.

includes taxes & fees

19 Oct - 20 Oct

A living room with a brick fireplace, a blue sectional sofa, a white coffee table, and a large window with blinds.

10. Coastal Haven in West Dennis

Dennis

Melissa J.

includes taxes & fees

11 Oct - 12 Oct

A modern two-story building with large windows and a flat roof.

11. Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!

Dennis Port

Jason H.

A single-story house with a front porch, a small deck, and a garden area with various plants.

12. Relaxing Cape Cod Cottage Getaway

Dennis

Heathyr S.

includes taxes & fees

9 Nov - 10 Nov

A house with a wooden deck, a brick chimney, and a porch with wicker furniture.

13. Charming Dennis Port Retreat Near the Beach

Dennis Port

A sandy beach path leading to the ocean with a clear sky.

14. Beach Walks, Books & Bay Sunsets

Brewster

Sandra G.

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio with a wooden deck, a table set for dining, a grill, and string lights.

15. East Dennis Gem! Walk to Beach! Sleeps 10!

Dennis

Ben R.

A dining area with a round table, white chairs, a cabinet with glass doors, a mirror, wall sconces, and a view through a glass door.

16. Beautiful 3BR/2BA South Yarmouth getaway

South Yarmouth

Marjorie S.

includes taxes & fees

15 Oct - 16 Oct

A deck with outdoor furniture, a view of a lake, and a white railing.

17. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

Bass River

Angela J.

includes taxes & fees

15 Oct - 16 Oct

A beach with footprints, a large rock, and a clear sky.

18. The Brewster Pearl

Brewster

"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...

PAULA

includes taxes & fees

9 Nov - 10 Nov