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Search results; Over 1,000 homes in Dennis

Nature lodge in Dennis

Room 1 - Ground Floor, Kitchenette at Seashell

2 beds, 1 private bathroom

15–20 Sept

$1,767 SGD for 5 nights

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5.0 out of 5 average rating, 4 reviews

Superhost

Home in Dennis

East Dennis Gem: 5BRs | Near Bayside Beaches

5 bedrooms, 6 beds, 4 bathrooms

21–26 Sept

Book early to save

New place to stay

Guest favourite

Room in Dennis

Dennis Port Surf Club Hotel - Cozy King Room

1 bed, 1 bathroom

1–6 Aug

$2,628 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 62 reviews

Top guest favourite

Cottage in Dennis

Oceanview Cottage, Million $ View Sea Street Beach

2 bedrooms, 3 beds, 1 bathroom

22–27 Oct

$1,768 SGD for 5 nights

4.93 out of 5 average rating, 103 reviews

Superhost

Home in Dennis

Private Beachfront Home: Sleeps 10.

5 bedrooms, 8 beds, 2 bathrooms

31 Aug – 7 Sept

Weekly discount

5.0 out of 5 average rating, 4 reviews

Superhost

Home in Dennis

Cape Cod Oasis in Dennis | Pool, Spa, Fire Pit |

6 bedrooms, 6 beds, 5 bathrooms

1–6 Sept

$19,497 SGD for 5 nights

Top guest favourite

Home in Dennis

Classic Cape Ranch on Quiet Cul-De-Sac

3 bedrooms, 7 beds, 2 bathrooms

15–20 Oct

$2,034 SGD for 5 nights

4.99 out of 5 average rating, 151 reviews

Cottage in Dennis

The Sandy Pines Cottage 0.7 mi to Sea Street Beach

3 bedrooms, 4 beds, 1 bathroom

23–28 Aug

Extended stay discount

New place to stay

Top guest favourite

Cottage in Dennis

Local Beach+ Fireplace + Hot Tub Under the *Stars*

2 bedrooms, 4 beds, 1 bathroom

31 Aug – 5 Sept

$2,690 SGD for 5 nights

4.96 out of 5 average rating, 164 reviews

Home in Dennis

The Pink Door Cottage

4 bedrooms, 5 beds, 2 bathrooms

22–27 Aug

$4,381 SGD for 5 nights

New place to stay

Home in Barnstable

Cute Cape Home w/Big Yard & Pool! New Summer 2026

4 bedrooms, 4 beds, 2 bathrooms

22–27 Aug

$3,697 SGD for 5 nights

New place to stay

Superhost

Home in Barnstable

Panoramic Bali-Style Retreat on Wequaquet Lake!

6 bedrooms, 10 beds, 5.5 bathrooms

5–10 Oct

Extended stay discount

5.0 out of 5 average rating, 4 reviews

Superhost

Home in Dennis

Charming Dennis Port Cottage Walk to Sea St Beach

3 bedrooms, 5 beds, 1 bathroom

21–26 Aug

$3,152 SGD for 5 nights

New place to stay

Top guest favourite

Home in Dennis

Billy's Beach Bungalow

2 bedrooms, 3 beds, 2 bathrooms

19–24 Aug

$4,876 SGD for 5 nights

5.0 out of 5 average rating, 20 reviews

Guest favourite

Home in Dennis

*Newly Renovated | Private Yard & Deck

2 bedrooms, 2 king beds, 2 bathrooms

7–12 Sept

$2,797 SGD for 5 nights

Book early to save

Free cancellation

5.0 out of 5 average rating, 5 reviews

Guest favourite

Home in Dennis

Ideal Vacation Home On Dennis Highlands

4 bedrooms, 5 beds, 2 bathrooms

10–15 Sept

$2,532 SGD for 5 nights

4.92 out of 5 average rating, 12 reviews

Superhost

Home in Dennis

Waterfront on Swan Pond with Kayaks!

3 bedrooms, 3 queen beds, 2 bathrooms

30 Sept – 5 Oct

Extended stay discount

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Guest suite in Yarmouth

Find Serenity in South Yarmouth - The Boat House

1 queen bed, 1 bathroom

2–7 Nov

$1,084 SGD for 5 nights

4.99 out of 5 average rating, 297 reviews

Guest favourite

Home in Dennis

Near Corporation Beach

3 bedrooms, 6 beds, 3 bathrooms

6–11 Sept

$3,878 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews