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1,079 Houses

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271 Westwind Cir

Osterville house

3 bedrooms
4 bathrooms

sleeps 6

Price per night from

$220

Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Osterville apartment

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$523

OSTERVILLE VILLAGE NEWLY RENOVATED ON 6 ACRES CLOSE TO BEACHES

Osterville house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,033

236B Smoke Valley Road 153791

Osterville house

3 bedrooms
2 bathrooms

sleeps 5

Price per night from

$464

Contemporary Gem with Private Pool!

Osterville house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$402

Walk to Joshua Pond Beach & Downtown!

Osterville house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$224

Great rentals within 20 miles that match your search

CAPE COD'S BEST BEACH GETAWAY

Silver Beach house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,033

Crew's Quarters at Captain Alexander’s

West Harwich house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$164

Modern Cape • Contemporary Mid Century Modern Home • Simply Sophisticated

Woods Hole house

4 bedrooms
4 bathrooms

sleeps 6

Price per night from

$1,090

The Amazing Bird Street House

Oak Bluffs house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 30 minutes

Price per night from

$1,033

Beachland G

East Sandwich cottage

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$211

Pet friendly-Harwich MA-Charming 2 bedroom house.

Harwich house

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$448

Walk to the Beach! NEW Hot Tub! Pets welcome!

Falmouth house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$388

Cardinal's Landing

South Dennis apartment

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$328

Cute Cape Cod Getaway

Waquoit house

4 bedrooms
2 bathrooms

sleeps 9

Price per night from

$402

Charming Apartment near golf course and beaches

Oak Bluffs apartment

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 15 minutes

Price per night from

$494

Renovated Cottage near center and beaches

Edgartown house

4 bedrooms
2 bathrooms

sleeps 9

Responds fast! avg. 3 hours 15 minutes

Price per night from

$803

Beachfront Home

West Yarmouth house

4 bedrooms
4 bathrooms

sleeps 12

Price per night from

$1,721

Stunning compound steps to Katama Bay, heated pool, dock & amenities

Edgartown house

5 bedrooms
5 bathrooms

sleeps 10

Responds fast! avg. 1 hour 2 minutes

Price per night from

$1,434

174 North Shore Blvd, Quarterboard#9

East Sandwich cottage

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$121

Mar y Sol: an Authentic Cape Cod cottage

West Yarmouth house

3 bedrooms
1 bathroom

sleeps 4

Price per night from

$201

Idyllic! King beds, pets, pond access, close to everything!

Harwich Port house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$316

15 Courtland Drive

East Sandwich house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$221

2 John Ewer Rd

Forestdale cottage

1 bedroom
1 bathroom

sleeps 4

Price per night from

$201

Between the Harbors

Oak Bluffs apartment

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$488

11 Abigails Way

Forestdale house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$344

97A North Shore Blvd

East Sandwich house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$357

Cape Cod Coastal Retreat

South Yarmouth house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$327

183 NSB #3

East Sandwich cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$131

41 Tupper Ave

Sandwich house

3 bedrooms
2 bathrooms

sleeps 9

Price per night from

$221

Coastal Contemporary in Katama / South Beach / Edgartown / Bike Paths /

Edgartown house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$601

Fabulous waterfront home in Buzzards Bay/Cape Cod - The Buttermilk Bungalow

Buzzards Bay house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$442

Captain's Quarters charming oceanfront resort with swimming pool

Falmouth hotel apartment

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$458

Captain's Quarters - charming oceanfront resort with swimming pool

Falmouth hotel apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$458

Deluxe suite at the oceanfront Surfside Resort

Falmouth hotel apartment

1 bedroom
2 bathrooms

sleeps 4

Price per night from

$458

10 Old County Way - New Listing!

East Sandwich house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$186

Spacious waterfront townhouse at Cove at Yarmouth

West Yarmouth hotel apartment

1 bedroom
2 bathrooms

sleeps 4

Price per night from

$401

11 Georges Rock

Sandwich house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$314

Viewing 38 of 1,079
rentals in Osterville

Also consider

Dennis 265 properties
Eastham 178 properties
Chatham 176 properties
Orleans 140 properties
Sandwich 105 properties
Harwich 89 properties
Wellfleet 73 properties
Yarmouth 67 properties
Provincetown 52 properties
Falmouth 49 properties
Brewster 41 properties
Truro 28 properties
South Dennis 23 properties
Bourne 18 properties
Hyannis 16 properties
New Seabury 15 properties
Barnstable 13 properties
North Truro 13 properties
Centerville 11 properties
South Orleans 10 properties
Marstons Mills 10 properties
Mashpee 8 properties
Forestdale 5 properties
Cotuit 5 properties
North Eastham 5 properties
Cape Cod 1,435 properties
Nantucket 31 properties
Silver Beach 10 properties
Marlborough 8 properties
Quincy 6 properties
Salisbury 5 properties
Beverly 5 properties

Osterville Rentals

Per night

1,079 Houses

Viewing 38 of 1,079rentals in Osterville

Also consider

Viewing 38 of 1,079
rentals in Osterville