South Dennis 2-bedroom Vacation Rentals, Homes & More - 1558 Rentals Available.
1,558 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
$172.00
from $172.00 / 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
$133.00
from $133.00 / 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
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
$72.00
from $72.00 / night
Northside three bedroom with central air conditioning
South Dennis House
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$115.00
from $115.00 / 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
$1,785.00
from $1,785.00 / 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
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
$172.00
from $172.00 / night
Private Dock!
South Dennis House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$215.00
from $215.00 / night
Your search has been expanded 18.7 miles to include more rentals
8410 Helfenstein
Chatham House - 8 miles away
- 3 bedrooms 3
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$179.00
from $179.00 / night
8384 Larwood
Chatham House - 8.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 1 night min
- Child friendly
- Air conditioning
$607.00
from $607.00 / night
8341# Purpura
Chatham House - 9.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$228.00
from $228.00 / night
Private Home with 2 MBRs on Private Road and Beach
Barnstable House - 7.4 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 8 8
- 14 nights min
- Ask about children
- Air conditioning
- Pet friendly
Responds fast! Avg. 2 hours 48 minutes
$409.00
from $409.00 / night
8393 Pirritt
Chatham House - 8.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$357.00
from $357.00 / night
1 Minute Walk to Nauset Beach (Sleeps 11)
Orleans House - 13.3 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 11 11
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$212.00
from $212.00 / night
8369 Clegg
South Chatham House - 6.7 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 9 9
- 1 night min
- Child friendly
- Air conditioning
$485.00
from $485.00 / night
3992 Mahaney
Chatham House - 8.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Child friendly
$200.00
from $200.00 / night
Ridgevale Beach Chatham MA Vacation Home Rental By Owner
West Chatham House - 7.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
Responds fast! Avg. 2 hours 45 minutes
$279.00
from $279.00 / night
8382 Schoenfeld
Chatham House - 10.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$357.00
from $357.00 / night
Recently Remodeled Waterfront 3 Bedroom
Barnstable House - 10.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$200.00
from $200.00 / night
Oyster Fest availability! Walk to Wellfleet Center
Wellfleet House - 18.7 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$215.00
from $215.00 / night
8217 McCarthy
North Chatham House - 10 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
$428.00
from $428.00 / night
8373# Sonis
Chatham House - 8.1 miles away
- 5 bedrooms 5
- sleeps 12 12
- 1 night min
- Child friendly
- Air conditioning
$428.00
from $428.00 / night
Goulet 8392
Chatham House - 9.9 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 1 night min
- Child friendly
- Air conditioning
$928.00
from $928.00 / night
8466 Faino
Chatham House - 9.9 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 9 9
- min stay varies
- Child friendly
- Air conditioning
$785.00
from $785.00 / night
8336 Wood, Bob
Chatham House - 9.7 miles away
- 3 bedrooms 3
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$528.00
from $528.00 / night
8397# Lear 296
Chatham House - 10.4 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Child friendly
- Air conditioning
$971.00
from $971.00 / night
Remodeled East Orleans 3 Bed with Game Room
Orleans Apartment - 12.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 2 mi
- Child friendly
- Air conditioning
$129.00
from $129.00 / night
4202 Turpin
Chatham House - 8.2 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$171.00
from $171.00 / night
8363 Lazarus
Chatham House - 9.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
$357.00
from $357.00 / night
1/2 Mile to the Beach in WELLFLEET - Cove View Rd near Indian Neck Beach
Wellfleet House - 17.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 0.5 mi
- Child friendly
- Car not necessary
$275.00
from $275.00 / night
3973 Augstell
Chatham House - 8.5 miles away
- 3 bedrooms 3
- sleeps 6 6
- 1 night min
- Child friendly
- Air conditioning
$250.00
from $250.00 / night
8483# Bhagirathy
Chatham House - 9.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$171.00
from $171.00 / night
8282 # Guyott
Chatham House - 8.3 miles away
- 4 bedrooms 4
- sleeps 9 9
- 1 night min
- Child friendly
- Air conditioning
$414.00
from $414.00 / night
8445 Riley
Chatham House - 7.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$241.00
from $241.00 / night
Lieutenant Island Panoramic Water Views
Wellfleet House - 16.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$429.00
from $429.00 / night
8434# Durkin
Chatham House - 10 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$285.00
from $285.00 / night
OCEANFRONT HOME Completely Rebuilt Brand New
West Yarmouth House - 5.5 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$1,260.00
from $1,260.00 / night
8294 Morris
Chatham House - 7.4 miles away
- 3 bedrooms 3
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$228.00
from $228.00 / night
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