Osterville 4+ bedroom Vacation Rentals, Homes & More - 418 Rentals Available.
418 Vacation rentals
Filters applied: 4+ Bedrooms
Your search has been expanded 19.8 miles to include more rentals
Waterfront-Martha's Vineyard
Oak Bluffs House - 17.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Private garden
$328.00
from $328.00 / night
Ocean, lake, harbor and parkview Vineyard cottage
Oak Bluffs Cottage - 14.9 miles away
- 6 bedrooms 6
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 0.2 mi
- Child friendly
- Car not necessary
Responds fast! Avg. 17 minutes
$573.00
from $573.00 / night
Private Home with 2 MBRs on Private Road and Beach
Barnstable House - 7.3 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 8 8
- 14 nights min
- Ask about children
- Air conditioning
- Pet friendly
$409.00
from $409.00 / 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
5 Bedroom Beauty on Shining Sea Bike Way!!! Frederick William House
Falmouth House - 12.6 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 15 15
- 4 nights min
- Nearest beach 0.5 mi
- Child friendly
- Air conditioning
$1,546.00
from $1,546.00 / night
In-Ground Pool, Large home, Single or Multi Family Vacations & Family Reunions
Sandwich House - 6 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 22 22
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,071.00
from $1,071.00 / night
89-1 Salt Marsh Rd
East Sandwich House - 9.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Pet friendly
$371.00
from $371.00 / night
68 Town Neck Rd
Sandwich House - 11.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$143.00
from $143.00 / night
133 Dillingham Ave
Sandwich House - 11 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$450.00
from $450.00 / night
111 Popple Bottom
East Sandwich House - 6.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$250.00
from $250.00 / night
Immaculate SeaView Beach House in S.Yarmouth
South Yarmouth House - 8.9 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
Responds fast! Avg. 1 hour 8 minutes
$355.00
from $355.00 / night
93 Phillips Rd
Sagamore Beach House - 12.7 miles away
- 7 bedrooms 7
- 3 bathrooms
- sleeps 15 15
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$310.00
from $310.00 / 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
$430.00
from $430.00 / night
10 Weathervane Ln
Sandwich House - 7.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$170.00
from $170.00 / night
41 Cranberry Trail
East Sandwich House - 7.2 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$200.00
from $200.00 / night
114 Long Pond Rd
Marstons Mills House - 4.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$200.00
from $200.00 / night
105 North Shore Blvd
East Sandwich House - 8.9 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$941.00
from $941.00 / night
58 Carman Ave
Sandwich House - 11 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$150.00
from $150.00 / night
2828 Main St.
Barnstable House - 6.4 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 11 11
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$280.00
from $280.00 / night
32 Tupper ave
Sandwich House - 11.1 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
$340.00
from $340.00 / night
44 Dillingham Ave
Sandwich House - 11 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$211.00
from $211.00 / night
Minutes to Menauhant Beach - Newly Furnished
Falmouth House - 9.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$430.00
from $430.00 / night
23 Nauset Rd.
Sagamore Beach House - 13.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$175.00
from $175.00 / night
Sea & Keyes Beaches Paradise
Barnstable Villa - 5 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 0.2 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 8 minutes
$424.00
from $424.00 / night
#724: 1-Min Walk to Nantucket Sound Beach! Water Views, 2 Decks, Patio, Outdoor
Harwich Port House - 15.2 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$360.00
from $360.00 / night
#908: Water Views from Multiple Decks, Private Pool, Access to Grand Cove!
West Dennis House - 11.9 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$435.00
from $435.00 / night
#622: Private, Newly Renovated, Modern, Deeded Pond Access, Walk to Main Street!
South Chatham House - 19.4 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
$234.00
from $234.00 / night
#709: Spacious w/ Basketball Court & Playground, Close to Beach & Downtown!
Harwich Port House - 17.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$211.00
from $211.00 / night
#713: Magazine Worthy, Top of the Line Furnishings, 2 Min Walk to Beach!
Harwich Port House - 16.4 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$525.00
from $525.00 / night
#614: Walk to Oyster River, minutes to downtown & beaches! Dog friendly!
South Harwich House - 16.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$211.00
from $211.00 / night
#606: GAME ROOM! Large backyard w/deck. 10-min walk to Nantucket Sound!
South Chatham House - 18.6 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Pet friendly
$225.00
from $225.00 / night
#645: 9-Min Walk to Water, Updated Kitchen, Foosball, Patio & Fire Pit, Outdoor
South Chatham House - 19.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$200.00
from $200.00 / night
#803: Newly Furnished, Huge Deck, Minutes to Bayside Beaches, Dog Friendly!
Brewster House - 17 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 8 8
- min stay varies
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
#616: Spacious & Private w/ Picturesque Views & Direct Pond Access!
South Chatham House - 19.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Pet friendly
$330.00
from $330.00 / night
#638: Perfect for a Group w/ Kids & Dogs! Close to the Beach & Town, w/ Game Tab
South Chatham House - 18.7 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 11 11
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$195.00
from $195.00 / night
#901: Brand New, Completely Renovated, Great Location, Dog Friendly!
Dennis House - 12.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Pet friendly
$264.00
from $264.00 / night
#721: 1-Min Walk to Pond w/ Sandy Beach, Private Deck/Yard, Hiking/Biking Nearby
Harwich House - 18.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$194.00
from $194.00 / night
#636: Newly Renovated Pond Front Home, Dog Friendly w/ Fenced Yard, Game Room!
South Chatham House - 19.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$240.00
from $240.00 / night
#639: Spacious Home w/ Ocean Views, Walk to Nantucket Sound Beach & Bring Your D
South Chatham House - 18.6 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$234.00
from $234.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.