Search 105,200+ Vacation Rentals

South Dennis 2-bedroom Vacation Rentals, Homes & More - 1558 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

1,558 Vacation rentals

Filters applied: 2+ Bedrooms

(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

(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

(2)

1 / 22

South Dennis House

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

$115.00

Excellent (2 reviews)

Inquire

from $115.00 / night

1 / 50

South Dennis House

  • 6
  • 14
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,785.00

Inquire

from $1,785.00 / night

(4)

1 / 14

South Dennis House

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

$115.00

Very Good (4 reviews)

Inquire

from $115.00 / night

1 / 27

South Dennis House

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

$172.00

Inquire

from $172.00 / night

1 / 35

South Dennis House

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

$215.00

Inquire

from $215.00 / night

Your search has been expanded 18.7 miles to include more rentals

1 / 13

Chatham House - 8 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$179.00

Inquire

from $179.00 / night

1 / 20

Chatham House - 8.1 miles away

  • 4
  • 8
  • 1 night min
  • Child friendly
  • Air conditioning

$607.00

Inquire

from $607.00 / night

1 / 16

Chatham House - 9.8 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

$228.00

Inquire

from $228.00 / night

1 / 24

Barnstable House - 7.4 miles away

  • 5
  • 8
  • 14 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

Responds fast! Avg. 2 hours 48 minutes

$409.00

Book

from $409.00 / night

1 / 19

Chatham House - 8.1 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

$357.00

Inquire

from $357.00 / night

(1)

1 / 28

Orleans House - 13.3 miles away

  • 4
  • 11
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$212.00

Excellent (1 reviews)

Inquire

from $212.00 / night

1 / 18

South Chatham House - 6.7 miles away

  • 3
  • 9
  • 1 night min
  • Child friendly
  • Air conditioning

$485.00

Inquire

from $485.00 / night

1 / 9

Chatham House - 8.4 miles away

  • 3
  • 6
  • 1 night min
  • Child friendly

$200.00

Inquire

from $200.00 / night

(7)

1 / 57

West Chatham House - 7.2 miles away

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

Responds fast! Avg. 2 hours 45 minutes

$279.00

Excellent (7 reviews)

Book

from $279.00 / night

1 / 16

Chatham House - 10.1 miles away

  • 4
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

$357.00

Inquire

from $357.00 / night

(1)

1 / 21

Barnstable House - 10.3 miles away

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

$200.00

Excellent (1 reviews)

Inquire

from $200.00 / night

1 / 43

Wellfleet House - 18.7 miles away

  • 6
  • 12
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$215.00

Inquire

from $215.00 / night

1 / 8

North Chatham House - 10 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly
  • Air conditioning

$428.00

Inquire

from $428.00 / night

1 / 7

Chatham House - 8.1 miles away

  • 5
  • 12
  • 1 night min
  • Child friendly
  • Air conditioning

$428.00

Inquire

from $428.00 / night

1 / 19

Chatham House - 9.9 miles away

  • 3
  • 6
  • 1 night min
  • Child friendly
  • Air conditioning

$928.00

Inquire

from $928.00 / night

1 / 16

Chatham House - 9.9 miles away

  • 5
  • 9
  • min stay varies
  • Child friendly
  • Air conditioning

$785.00

Inquire

from $785.00 / night

1 / 20

Chatham House - 9.7 miles away

  • 3
  • 8
  • min stay varies
  • Child friendly
  • Air conditioning

$528.00

Inquire

from $528.00 / night

1 / 19

Chatham House - 10.4 miles away

  • 5
  • 10
  • 1 night min
  • Child friendly
  • Air conditioning

$971.00

Inquire

from $971.00 / night

1 / 21

Orleans Apartment - 12.2 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$129.00

Inquire

from $129.00 / night

1 / 11

Chatham House - 8.2 miles away

  • 4
  • 9
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

$171.00

Inquire

from $171.00 / night

1 / 18

Chatham House - 9.8 miles away

  • 4
  • 10
  • min stay varies
  • Child friendly
  • Air conditioning

$357.00

Inquire

from $357.00 / night

1 / 17

Wellfleet House - 17.5 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
  • Car not necessary

$275.00

Inquire

from $275.00 / night

1 / 13

Chatham House - 8.5 miles away

  • 3
  • 6
  • 1 night min
  • Child friendly
  • Air conditioning

$250.00

Inquire

from $250.00 / night

1 / 17

Chatham House - 9.8 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

$171.00

Inquire

from $171.00 / night

1 / 18

Chatham House - 8.3 miles away

  • 4
  • 9
  • 1 night min
  • Child friendly
  • Air conditioning

$414.00

Inquire

from $414.00 / night

1 / 17

Chatham House - 7.9 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

$241.00

Inquire

from $241.00 / night

(1)

1 / 23

Wellfleet House - 16.1 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$429.00

Excellent (1 reviews)

Inquire

from $429.00 / night

1 / 10

Chatham House - 10 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

$285.00

Inquire

from $285.00 / night

(1)

1 / 16

West Yarmouth House - 5.5 miles away

  • 4
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$1,260.00

Excellent (1 reviews)

Book

from $1,260.00 / night

1 / 11

Chatham House - 7.4 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning

$228.00

Inquire

from $228.00 / night