Osterville Vacation Rentals & Homes with A Hot Tub - 42 Rentals Available.
42 Vacation rentals
Filters applied: Hot tub/Jacuzzi
271 Eel River Road
Osterville House
- 8 bedrooms 8
- 8 bathrooms
- sleeps 20 20
- 1 night min
- Ask about children
- Pet friendly
$2,000.00
from $2,000.00 / night
101 Carriage Road
Osterville House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$3,571.00
from $3,571.00 / night
14 Indian Trail
Osterville House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$2,857.00
from $2,857.00 / night
501 Eel River Road
Osterville House
- 6 bedrooms 6
- 9 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$4,000.00
from $4,000.00 / night
22 Sea View Avenue
Osterville House
- 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
166 North Bay Road
Osterville House
- 7 bedrooms 7
- 10 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,500.00
from $2,500.00 / night
30 Oakdale Path
Osterville House
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,642.00
from $2,642.00 / night
Your search has been expanded 19.8 miles to include more rentals
86 Falmouth Heights Road
Falmouth House - 12.3 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$928.00
from $928.00 / night
199 Cedar Tree Neck Road
Marstons Mills House - 1.7 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 - 0.1 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
58 Pleasant Street
South Dennis House - 14.8 miles away
- 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
59 Menauhant Road
Falmouth House - 11.8 miles away
- 7 bedrooms 7
- 5 bathrooms
- sleeps 19 19
- 1 night min
- Ask about children
- Ask about pets
$1,857.00
from $1,857.00 / night
11 Oriole Lane
Sandwich House - 9.1 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$528.00
from $528.00 / night
14 Grayton Avenue
Hyannis Port House - 4.3 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
OCEANFRONT HOME Completely Rebuilt Brand New
West Yarmouth House - 8.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$870.00
from $870.00 / night
40 Ploughed Neck Rd
East Sandwich House - 8.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$429.00
from $429.00 / night
Spectacular luxury Edgartown waterfront home
Edgartown House - 17.9 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$3,571.00
from $3,571.00 / night
Katama Luxury with Pool
Edgartown House - 19.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2,429.00
from $2,429.00 / night
Brand New Katama Luxury Home with Pool and Hot Tub
Edgartown House - 19.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,357.00
from $1,357.00 / night
CASUAL SUMMERTIME SIMPLICITY
Edgartown House - 18.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
$143.00
from $143.00 / night
Beautiful Makonikey Home with Great Outdoor Deck and Yard
Vineyard Haven House - 17.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
$529.00
from $529.00 / night
PRIVATE ASSOCIATION BEACH ON NANTUCKET SOUND! 99891
West Hyannisport House - 3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$415.00
from $415.00 / night
Lovely Oak Bluffs home one mile from town and beach
Oak Bluffs House - 15.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
$514.00
from $514.00 / night
LOVELY COTTAGE CONVENIENTLY LOCATED TO LAMBERT'S COVE BEACH
West Tisbury House - 19.1 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Ask about children
$157.00
from $157.00 / night
FABULOUS WATERFONT HOME overlooking HARBOR! 95857
West Yarmouth House - 7.6 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$1,072.00
from $1,072.00 / night
Perfect Katama Luxury Home with Pool
Edgartown House - 18.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,786.00
from $1,786.00 / night
A PIECE OF HEAVEN WITH DISTANT PANORAMIC VIEWS OF ATLANTIC
Edgartown House - 18.1 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Air conditioning
$714.00
from $714.00 / night
Wonderful WATERVIEW near EVERYTHING! Hurry! 95936
West Yarmouth House - 6.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$358.00
from $358.00 / night
OPEN, AIRY, LIGHT AND SPACIOUS HOME IN THE KATAMA AREA
Edgartown House - 19.8 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
$357.00
from $357.00 / night
Katama Home with Heated Pool and Hot Tub near South Beach
Edgartown House - 19.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$714.00
from $714.00 / night
Luxury In-town Edgartown Home with Pool
Edgartown House - 17.8 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,429.00
from $1,429.00 / night
MODERN LUXURY HOME WITH RELAXED ATMOSPHERE THAT EMBRACES VINEYARD LIFE
Edgartown House - 17.9 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$2,571.00
from $2,571.00 / night
LUXURY WATERFRONT WITH POOL & HIGH END AMENITIES
Edgartown House - 17.5 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$5,000.00
from $5,000.00 / night
CLASSIC COLONIAL LUXURY HOME IN EDGARTOWN WITH A HEATED POOL
Edgartown House - 18.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,429.00
from $1,429.00 / night
Spacious and Gracious with Pool, Spa, Near Beaches, Bike Paths; 011-B
Brewster House - 17.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
$469.00
from $469.00 / night
Outdoor Living Space to Spare, Walk to Beach:082-H
West Harwich House - 19.7 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$303.00
from $303.00 / night
Fresh & Upscale, short walk to Long Pond: 364-H
Harwich House - 18.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$368.00
from $368.00 / night
Big and Beautiful on the Beach in Brewster -- Sleeps 14+: 041-B
Brewster House - 17.4 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Child friendly
$925.00
from $925.00 / night
Upscale, Resort-like, Heated Pool/Spa, Sleeps 14: 002-H
West Harwich House - 14.8 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$838.00
from $838.00 / night
Beautifully appointed Dennis Port home near Sea Street beach
Dennis Port House - 13.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$108.00
from $108.00 / night
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