Orleans Homes & Apartments with Swimming Pool - 58 Rentals Available.
58 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
$1,233.00
from $1,233.00 / 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
$1,357.00
from $1,357.00 / 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
$822.00
from $822.00 / 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
$2,158.00
from $2,158.00 / 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
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
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
$1,541.00
from $1,541.00 / 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
$572.00
from $572.00 / 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
$1,387.00
from $1,387.00 / night
Resplendent in South Orleans, Heated Pool, Sleeps up to 12; 184-O
Orleans House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$807.00
from $807.00 / 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
Responds fast! Avg. 1 hour 53 minutes
$299.00
from $299.00 / night
Your search has been expanded 19.7 miles to include more rentals
Hedgebound of Cape Cod
Truro House - 14.5 miles away
- 8 bedrooms 8
- 6 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,061.00
from $2,061.00 / 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
$786.00
from $786.00 / 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. 1 hour 48 minutes
$643.00
from $643.00 / night
Stunning Architect-Owned Estate w/pool : 059-WB
West Barnstable House - 19.7 miles away
- 7 bedrooms 7
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
$514.00
from $514.00 / 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
$514.00
from $514.00 / 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
$440.00
from $440.00 / night
Thumpertown - 3790
Eastham Cottage - 4 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$186.00
from $186.00 / 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
300 Stage Neck Road
Chatham House - 8.1 miles away
- 8 bedrooms 8
- 11 bathrooms
- sleeps 16 16
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$5,428.00
from $5,428.00 / night
21 Crestview Circle
Truro House - 16.7 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
Elegantly Renovated, Walk 3 Min. to Beach -- 113-B
Brewster House - 3.5 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 7 7
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$308.00
from $308.00 / 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
$697.00
from $697.00 / night
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
$1,786.00
from $1,786.00 / night
464 Shore Road
Chatham House - 7 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 8 8
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$1,429.00
from $1,429.00 / 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
102 Constance Avenue
Yarmouth House - 13.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$285.00
from $285.00 / 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
Two Cottages with a Brand New Pool, ½ mile to Private Beach: 048-B
Brewster House - 4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$360.00
from $360.00 / night
Secluded with Private Pool, Pets Considered -181-B
Brewster House - 4 miles away
- 4 bedrooms 4
- 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
$1,020.00
from $1,020.00 / night
Chatham Resort Feel: Sleeps 16, Heated Pool/Spa, Renovated, Roomy, Upscale: 65-C
Chatham House - 8.1 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
$1,438.00
from $1,438.00 / 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
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
$2,000.00
from $2,000.00 / night
79 Chase Ave - 2 Bedroom
Dennis Port Condo - 11.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$100.00
from $100.00 / night
Modern Harwich Home with Heated Salt Water Pool: 001-HR
Harwich House - 8.7 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$825.00
from $825.00 / night
Updated Chatham Family Compound, Large Heated Pool, Walk to Town 489-C
Chatham House - 8.2 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$1,325.00
from $1,325.00 / night
Nauset Light - 3948
Eastham House - 4.9 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$543.00
from $543.00 / 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
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
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