Search 105,200+ Vacation Rentals

South Dennis Vacation Rentals & Homes - 1609 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

1,609 Vacation rentals

(28)

1 / 13

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 51 minutes

“This is a very nice cozy home to rent while vacationing in Cape Cod area. Not too far from beaches and shopping! I would reccomend this home to rent while visiting this area...”
- Review left on 08/15/2016

$172.00

Very Good (28 reviews)

Book

from $172.00 / night

1 / 27

South Dennis House

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$143.00

Inquire

from $143.00 / night

(1)

1 / 27

South Dennis House

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

$186.00

Excellent (1 reviews)

Inquire

from $186.00 / night

1 / 32

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$172.00

Inquire

from $172.00 / night

(5)

1 / 21

South Dennis House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$133.00

Very Good (5 reviews)

Inquire

from $133.00 / night

1 / 30

South Dennis House

  • 3
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

Inquire

from $250.00 / night

1 / 13

South Dennis House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

Inquire

from $250.00 / night

(8)

1 / 24

South Dennis House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$72.00

Excellent (8 reviews)

Inquire

from $72.00 / night

(1)

1 / 14

South Dennis House

  • 3
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning

$115.00

Very Good (1 reviews)

Inquire

from $115.00 / night

(2)

1 / 18

South Dennis House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$115.00

Excellent (2 reviews)

Inquire

from $115.00 / night

(4)

1 / 14

South Dennis House

  • 3
  • 7
  • 7 nights min
  • Child friendly
  • Air conditioning

$108.00

Very Good (4 reviews)

Inquire

from $108.00 / night

1 / 25

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$172.00

Inquire

from $172.00 / night

1 / 34

South Dennis House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$358.00

Inquire

from $358.00 / night

Your search has been expanded 19.7 miles to include more rentals

(2)

1 / 8

South Chatham House - 6.6 miles away

  • 9
  • 20
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“This house was perfect for our needs. We needed a place which felt like our home at the Cape for so many summers. We had to all be under one roof, sharing stories, memories, laughs & tears. We came to the Cape to sprinkle my husband's ashes at sea...”
- Review left on 10/07/2014

$1,450.00

Excellent (2 reviews)

Inquire

from $1,450.00 / night

1 / 17

Wellfleet House - 17.5 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$150.00

Inquire

from $150.00 / night

(5)

1 / 25

Yarmouth House - 3.8 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 37 minutes

“My family rented the house for one week. It was exactly as described. We had plenty of room for ourselves and our guests. The beds were comfortable and they provide the linens. With 3 bathrooms and an outdoor shower no one was ever waiting. This is...”
- Review left on 09/08/2016

$280.00

Very Good (5 reviews)

Book

from $280.00 / night

(13)

1 / 13

Dennis Port Cottage - 2.2 miles away

  • 1
  • 2
  • min stay varies
  • Nearest beach 0 mi
  • Child friendly
  • Car not necessary

Responds fast! Avg. 31 minutes

$99.00

Very Good (13 reviews)

Book

from $99.00 / night

(10)

1 / 22

Yarmouth Port Cottage - 2.3 miles away

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
“this is the 2nd time we've stayed in this home, once in April and again in October. Our whole family loves the home, it's environment and location. We walk in and feel like we're home. it has everything you could think of and plenty of space for...”
- Review left on 11/04/2016

$150.00

Excellent (10 reviews)

Inquire

from $150.00 / night

(1)

1 / 24

Barnstable House - 9.8 miles away

  • 4
  • 14
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$600.00

Excellent (1 reviews)

Book

from $600.00 / night

(12)

1 / 34

Centerville House - 9.8 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
“My husband and I really enjoyed our stay at the Garden Cottage. The flower gardens were beautiful, and we had hummingbirds on the porch plants. The back yard is large. The cottage sits at the end of a long driveway and is far from any street...”
- Review left on 02/19/2016

$110.00

Excellent (12 reviews)

Book

from $110.00 / night

1 / 10

Sagamore Beach Cottage - 19.3 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly

$100.00

Inquire

from $100.00 / night

(3)

1 / 7

Sandwich Cottage - 19.7 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$108.00

Excellent (3 reviews)

Inquire

from $108.00 / night

1 / 11

East Sandwich Cottage - 16.6 miles away

  • 1
  • 4
  • 7 nights min
  • Child friendly

$186.00

Inquire

from $186.00 / night

(2)

1 / 14

East Sandwich House - 13.9 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$358.00

Excellent (2 reviews)

Inquire

from $358.00 / night

1 / 14

Sandwich House - 18.6 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$129.00

Inquire

from $129.00 / night

(1)

1 / 22

East Orleans House - 12.1 miles away

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$129.00

Excellent (1 reviews)

Inquire

from $129.00 / night

(2)

1 / 14

East Sandwich House - 15.6 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$172.00

Very Good (2 reviews)

Inquire

from $172.00 / night

1 / 14

Sandwich Cottage - 15.4 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Pet friendly

$122.00

Inquire

from $122.00 / night

1 / 24

Orleans House - 11 miles away

  • 4
  • 9
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$314.00

Inquire

from $314.00 / night

(15)

1 / 12

East Sandwich Cottage - 15.5 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning

$83.00

Very Good (15 reviews)

Inquire

from $83.00 / night

1 / 14

Truro House - 19.7 miles away

  • 4
  • 7
  • 7 nights min
  • Child friendly

$715.00

Inquire

from $715.00 / night

(2)

1 / 10

Sandwich Cottage - 18.9 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$115.00

Excellent (2 reviews)

Inquire

from $115.00 / night

1 / 27

East Orleans House - 13.2 miles away

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$272.00

Inquire

from $272.00 / night

1 / 8

East Sandwich Condo - 15.7 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$200.00

Inquire

from $200.00 / night

1 / 18

Orleans House - 11.1 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$115.00

Inquire

from $115.00 / night

(10)

1 / 9

East Sandwich Cottage - 15.3 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning

$115.00

Excellent (10 reviews)

Inquire

from $115.00 / night

1 / 7

East Sandwich Condo - 15.7 miles away

  • 6
  • 13
  • 7 nights min
  • Child friendly

$300.00

Inquire

from $300.00 / night

1 / 21

Eastham House - 14.7 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Private garden

$114.00

Inquire

from $114.00 / night

1 / 25

Wellfleet House - 17.6 miles away

  • 4
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$163.00

Inquire

from $163.00 / night

1 / 17

Wellfleet House - 18.5 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Pet friendly

$215.00

Inquire

from $215.00 / night