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1,081 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

Oceanfront * Family-friendly * Falmouth Heights * LOCATION!

Falmouth house

5 bedrooms
2 bathrooms

sleeps 10

Price per night from

$746

Spacious Falmouth Home sleeps 9, steps to Wood Neck Beach, Bike Path & Main St

Falmouth house

4 bedrooms
4 bathrooms

sleeps 9

Price per night from

$746

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$222

Sunset Charter on Private Trawler Yacht 42'-

Hyannis yacht

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$861

Seascape Vacation Rental Dennis Port-OCEANFRONT PROPERTY-Sleeps 16 7BR/4BTH

Dennis Port house

7 bedrooms
5 bathrooms

sleeps 16

Price per night from

$1,967

Family Cottage, Steps from a Private Beach on Brewster Dunes

Brewster house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$574

Walk to Private Beach

Falmouth studio

Studio
1 bathroom

sleeps 4

Price per night from

$156

5 Star Beach House, Walk to Beach & Town, Immaculate Family Rental

Harwich Port house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$861

Cape Cod Inviting 2BR Condo with Outdoor Sitting Area

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cape Cod Modern 2BR Condo with Indoor Swimming Pool

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cape Cod Stylish 2BR Condo w Indoor Pool and Tennis Court

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cape Cod Spacious 1BR Condo with Outdoor Sitting Area

New Seabury apartment

1 bedroom
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Private 2 BR Conso with Indoor Pool and Tennis Court Cape Cod

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cozy 2BR Condo w Tennis Court & Outdoor Sitting Area- Cape Cod

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cape Cod Vibrant 2BR Condo w Indoor Swimming Pool & Games Room

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Magnificent 2BR Condo w Indoor Pool and Ping-Pong Table

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Stunning 2BR Condo Cape Cod with Tennis Court & Games Room

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Peaceful 2BR Condo with Tennis court & Indoor Pool-Cape Cod

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Stunning 2BR Condo with Indoor Pool & Outdoor Sitting Area

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Captivating 2BR Condo Cape Cod with Outdoor Sitting Area

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cape Cod Lively 2BR Condo w Outdoor Sitting Area & Games Room

New Seabury apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 15 minutes

Price per night from

$295

Cape Cod Villa - Pond Front In The Woods

Harwich Center villa

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$551

Unique & Serene! Traditional-Elegant Cape House Nearby Beaches & Ponds.

Cotuit house

4 bedrooms
3 bathrooms

sleeps 17

Price per night from

$2,294

OCEANFRONT DREAM - Newly renovated with direct oceanfront views from every room.

Falmouth house

5 bedrooms
3 bathrooms

sleeps 12

Price per night from

$3,844

Vineyard Charming Retreat near beaches and center

Oak Bluffs house

3 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 3 hours 15 minutes

Price per night from

$402

Beautifully renovated house steps from beach

West Yarmouth house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$470

Cape Cod - Falmouth - Cape House - Short walk to Private Beach and Wood Neck

Falmouth house

5 bedrooms
3 bathrooms

sleeps 11

Price per night from

$615

Beautifully decorated Brewster Home

Brewster house

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$721

Salt Water Front South of Rt. 28 with Private Dock and Amazing Views!

Teaticket house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$660

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

$329

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

Viewing 38 of 1,081
rentals in Osterville

Also consider

Dennis 266 properties
Eastham 178 properties
Chatham 177 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 1,437 properties
Nantucket 31 properties
Silver Beach 10 properties
Marlborough 8 properties
Quincy 6 properties
Salisbury 5 properties
Beverly 5 properties

Osterville Rentals

Per night

1,081 Houses

Viewing 38 of 1,081rentals in Osterville

Also consider

Viewing 38 of 1,081
rentals in Osterville