Orleans Homes & Apartments with Swimming Pool - 65 Rentals Available.
65 Vacation rentals
Filters applied: Swimming pool
Luxurious Orleans Home w/Private Salt Pool: 012-O
Orleans House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
$587.00
from $587.00 / night
Private Orleans resort-style compound w/heated pool & spa and fire pit: 023-O
Orleans House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
$1,233.00
from $1,233.00 / night
Orleans Estate w/large heated pool, sleeps 24:39-O
Orleans House
- 10 bedrooms 10
- 8 bathrooms
- sleeps 24 24
- min stay varies
- Swimming pool
- Child friendly
$1,901.00
from $1,901.00 / night
Private Orleans resort w/water views, heated pool/spa; sleeps 16 (linens) 009-O
Orleans House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 15 15
- min stay varies
- Swimming pool
- Child friendly
$1,129.00
from $1,129.00 / night
Updated East Orleans 6 Bed with Heated pool: 004-O
East Orleans House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$527.00
from $527.00 / night
Newly updated, heated pool, sleeps 12: 051-O
Orleans House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 13 13
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$822.00
from $822.00 / night
Updated, Spacious & Private, Sleeps 12 with Carriage House and Pool: 010-O
Orleans House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$514.00
from $514.00 / night
55 Barley Neck Rd 131073
East Orleans House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
Orleans Oasis on Pleasant Bay, estate w/2 homes & heated pool; sleeps 14: 137-O
Orleans House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$902.00
from $902.00 / night
Orleans: 2+ Acres, Pool, Comfortable Luxury, Steps to Beach: 030-OC
Orleans House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$815.00
from $815.00 / night
#517 Endless Summer: Private pool, updated, minutes from Skaket Beach!
Orleans House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$299.00
from $299.00 / night
35 Old Duck Hole Road
Orleans House
- 3 bedrooms 3
- 5 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$1,785.00
from $1,785.00 / night
Oceanfront Estate with Pool, Spa, 6,600 sq ft of Sumptuous Summer Living: 047-O
Orleans House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$1,834.00
from $1,834.00 / night
Your search has been expanded 19.4 miles to include more rentals
Waterfront 6 Bedroom with Pool and Private Dock
Chatham House - 8.6 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,715.00
from $1,715.00 / night
5 Bedroom LUXURY HOME with inground HEATED POOL in Historic Barnstable Village
Barnstable House - 17.1 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 5 mi
- Swimming pool
- Ask about children
$572.00
from $572.00 / night
Newly Remodeled 5 Bed with Pool
Truro House - 14.3 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$329.00
from $329.00 / night
Whispering Pines - Cottage 13 126193
Eastham House - 2.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
$228.00
from $228.00 / night
Hedgebound of Cape Cod
Truro House - 14.5 miles away
- 8 bedrooms 8
- 6 bathrooms
- sleeps 20 20
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,290.00
from $2,290.00 / night
17 Sound View Road 130104
Harwich House - 8.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
Dog Friendly 4 Bedroom with Pool, 2 Min Walk to Beach
Eastham House - 5.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$229.00
from $229.00 / night
Kingsbury - 3798
Eastham House - 3.8 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$272.00
from $272.00 / night
Bayberry House
North Truro House - 18.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 14 minutes
$643.00
from $643.00 / night
OCEANFRONT HOME Completely Rebuilt Brand New
West Yarmouth House - 16.3 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
61 Chase Ave
Dennis Port Apartment - 11.3 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$150.00
from $150.00 / night
Upscale, Resort-like, Heated Pool/Spa, Sleeps 14: 002-H
West Harwich House - 10.2 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$862.00
from $862.00 / night
Three bedroom home sleeping 9 with private swimming pool
South Dennis House - 11.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$250.00
from $250.00 / night
14 Grayton Avenue
Hyannis Port House - 19.4 miles away
- 6 bedrooms 6
- 8 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
166 Barcliff Avenue
Chatham House - 6.8 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$2,000.00
from $2,000.00 / night
103 Bellamy Lane
Chatham House - 5.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$928.00
from $928.00 / night
324 Deer Meadow Lane
Chatham House - 5.7 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$928.00
from $928.00 / night
1 bedroom condo-just steps to the beach
Dennis Port House - 12.2 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$90.00
from $90.00 / night
Modern, Magnificent & Private with Heated Pool; 032-B
Brewster House - 4.8 miles away
- 7 bedrooms 7
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$719.00
from $719.00 / night
Salt Water Pool, Steps to Private Beach, Exclusive Quiet Neighborhood :023-H
West Harwich House - 10.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$411.00
from $411.00 / night
Brand New Custom Brewster Home with Pool, 4 Min Walk to Private Beach 105-BF
Brewster House - 4.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
$514.00
from $514.00 / night
Private, Updated 4+ Acre Family Compound, Pool, Water Views, Sunsets: 071-D
Dennis House - 9.4 miles away
- 8 bedrooms 8
- 6 bathrooms
- sleeps 17 17
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$668.00
from $668.00 / night
Cape Cod cottage-Just 150 feet to Sea Street Beach
Dennis Port House - 11.9 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
$225.00
from $225.00 / night
Elegantly Renovated, Walk 3 Min. to Beach -- 113-B
Brewster House - 3.5 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$567.00
from $567.00 / night
Spacious Modern Home with huge pool! : 011-Y
Yarmouth Port House - 12.3 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
$684.00
from $684.00 / night
Private Saltwater Pool, 0.3 Miles to Beach, Central AC: 037-B
Brewster House - 3.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$462.00
from $462.00 / night
Spacious Custom Chatham Home Plus Guest House: 051-C
Chatham House - 6.8 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$1,284.00
from $1,284.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.