South Dennis 2-bedroom Vacation Rentals, Homes & More - 1019 Rentals Available.
1,019 Vacation rentals
Filters applied: 2+ Bedrooms

bayside five bedroom sleeping 10
South Dennis House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$186.00
from $186.00 / night

Three bedroom home sleeping 8 on the water's edge of Swan River
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$215.00
from $215.00 / night

Three bedroom home with central air conditioning
South Dennis House
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$86.00
from $86.00 / night

3 bedroom home with fabulous views of Swan River
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$140.00
from $140.00 / night

Three bedroom home sleeping 9 with private swimming pool
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$250.00
from $250.00 / night
3 bedroom home with ac
South Dennis House
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 7 nights min
- Child friendly
- Air conditioning
$115.00
from $115.00 / night
#913: Beautiful Waterfront Retreat with Saltwater Dock!
South Dennis Log cabin
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
Responds fast! Avg. 1 hour 48 minutes
$111.00
from $111.00 / night
58 Pleasant Street
South Dennis House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
Three bedroom home sleeping 8 overlooking Swan Pond
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$186.00
from $186.00 / night
#914: Chic Vintage Waterfront Retreat with Saltwater Dock!
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
Responds fast! Avg. 1 hour 48 minutes
$126.00
from $126.00 / night
Private Dock!
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$285.00
from $285.00 / night
Your search has been expanded 19.2 miles to include more rentals
Cape Cod Fun & Sun WIFI Central A/C
Dennis Port Cottage - 1.7 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 19 minutes
$221.00
from $221.00 / night
Waterfront Cape Cod Home on John's Pond
Mashpee House - 19.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 37 minutes
$246.00
from $246.00 / night
26 Agnes Lane
Chatham House - 8.7 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Ask about pets
$392.00
from $392.00 / night
12 S. Cedar Lane
Centerville House - 10.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$714.00
from $714.00 / night
182 Seaview Avenue
Yarmouth House - 4.6 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- 1 night min
- Ask about children
- Pet friendly
$257.00
from $257.00 / night
139 Summer Sea
Mashpee House - 17.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Ask about children
- Pet friendly
$928.00
from $928.00 / night
24 Hedge Row
Yarmouth House - 6 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Ask about children
- Pet friendly
$1,715.00
from $1,715.00 / night
199 Cedar Tree Neck Road
Marstons Mills House - 13.8 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$500.00
from $500.00 / night
105 Ice Valley Road
Barnstable House - 13.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$1,785.00
from $1,785.00 / night
85 Oak Ridge Road
Eastham House - 14.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Pet friendly
$200.00
from $200.00 / night
394 Old Mill Road
Osterville House - 12 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$257.00
from $257.00 / night
298 Chippingstone Road
Chatham House - 7.8 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$321.00
from $321.00 / night
236 Smoke Valley Road, #B
Osterville House - 13.3 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 5 5
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$357.00
from $357.00 / night
756 Main Street
Cotuit House - 15.3 miles away
- 7 bedrooms 7
- 9 bathrooms
- sleeps 14 14
- 1 night min
- Ask about children
- Ask about pets
$1,285.00
from $1,285.00 / night
92 Concord Lane
Osterville House - 12.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$250.00
from $250.00 / night
31 Parker Road
Osterville House - 12.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$714.00
from $714.00 / night
103 Bellamy Lane
Chatham House - 9.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$714.00
from $714.00 / night
77 Spice Lane
Osterville House - 12 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$457.00
from $457.00 / night
71 Sand Point Road
Osterville House - 13.9 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,857.00
from $2,857.00 / night
340 Grand Island Drive
Osterville House - 14.6 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
37 Stepping Stones Road
Chatham House - 9.1 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Pet friendly
$642.00
from $642.00 / night
93 Glenneagle Drive
Mashpee House - 18.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$500.00
from $500.00 / night
22 Sea View Avenue
Osterville House - 12.2 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$2,142.00
from $2,142.00 / night
464 Shore Road
Chatham House - 10.3 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 8 8
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$1,285.00
from $1,285.00 / night
107 Fisk Street
West Dennis House - 2.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Ask about pets
$858.00
from $858.00 / night
344 Bridge Street
Osterville House - 13.7 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 9 9
- 1 night min
- Ask about children
- Ask about pets
$1,071.00
from $1,071.00 / night
131 N Shore Boulevard, #11
Sandwich House - 15.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- 1 night min
- Ask about children
- Ask about pets
$685.00
from $685.00 / night
122 Shore Drive West
Mashpee House - 19.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$1,071.00
from $1,071.00 / night
44 Wianno Circle
Osterville House - 12.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$714.00
from $714.00 / night
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