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Beach or lakeside relaxation
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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

$521

OSTERVILLE VILLAGE NEWLY RENOVATED ON 6 ACRES CLOSE TO BEACHES

Osterville house

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,030

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

The Outback E Dennis/Brewster 1 bedroom 2 Guests Only 2019 availability

East Dennis cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$201

Walk to beach - 3 Bedroom cottage

Dennis Port house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$246

8 Ocean Rd

East Sandwich house

3 bedrooms
3 bathrooms

sleeps 7

Price per night from

$200

Tidal View 6

East Sandwich cottage

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$129

Lewis Bay Blvd

West Yarmouth house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$744

2+BR Renovated Gingerbread Cottage - Walk to All

Oak Bluffs house

2 bedrooms
2 bathrooms

sleeps 7

Price per night from

$523

Oak Bluffs Rental - Walk to the Beach

Oak Bluffs house

3 bedrooms
3 bathrooms

sleeps 7

Price per night from

$458

Bayside Beach house in Maravista, walk to beach

Teaticket house

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$225

Sunset Bay Cottage Lg backyard w sunset views,Trails to Grays Bch, kayaks, bikes

Yarmouth Port house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$270

Ultimate Vacation Home

South Yarmouth hotel apartment

1 bedroom
1 bathroom

sleeps 5

Responds fast! avg. 3 hours 19 minutes

Price per night from

$114

"SEAGULLS NEST"

East Dennis house

3 bedrooms
2 bathrooms

sleeps 7

Price per night from

$189

"MERMAID COTTAGE"

Dennis house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$296

"The Bayside Colonial" with guest area

East Dennis house

6 bedrooms
5 bathrooms

sleeps 15

Price per night from

$630

Charming Beach House - Beautifully Updated & Immaculate. Walk to Nantucket Sound

South Chatham house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$429

Beautiful high end home

Yarmouth house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$360

Spectacular waterfront home with boat dock & private beach in a gated community

Hyannis house

5 bedrooms
5 bathrooms

sleeps 12

Price per night from

$1,144

Spacious Air-Conditioned 3-Bedroom Close to Beach

South Yarmouth house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$221

Spectacular Martha's Vineyard Island Home!

Oak Bluffs townhouse

3 bedrooms
3 bathrooms

sleeps 12

Responds fast! avg. 2 hours 16 minutes

Price per night from

$452

Modern Cape House Private Getaway Beaches

Harwich Port house

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$315

Sagamore, Cape Cod Vacation Rental - Lovely old Cape known as the 'Rose Cottage'

Sagamore house

5 bedrooms
1 bathroom

sleeps 10

Responds fast! avg. 2 hours 19 minutes

Price per night from

$262

Magical home built around Windmill with views of ocean

Centerville house

6 bedrooms
5 bathrooms

sleeps 14

Price per night from

$1,711

2.5 Blocks to the Beach! Available July 8-15 July 15- 22

Hyannis house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$418

Paradise in Oak Bluffs.

Oak Bluffs house

6 bedrooms
7 bathrooms

sleeps 14

Price per night from

$2,454

Cotuit Cottage overlooking the harbor

Cotuit house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$378

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

4 bedrooms
2 bathrooms

sleeps 6

Price per night from

$572

3 Bedroom Condo- 300 yards from the Beach

Dennis Port condo

3 bedrooms
1 bathroom

sleeps 7

Price per night from

$344

Oceanfront CENTRAL A/C FamilyFriendly Home at Falmouth Heights Beach.2 KITCHENS

Falmouth house

6 bedrooms
2 bathrooms

sleeps 12

Price per night from

$1,087

Falmouth! Private Ocean Beach! Stunning Views to Martha's Vineyard!

Teaticket house

4 bedrooms
2 bathrooms

sleeps 9

Price per night from

$507

Mariner Motor Lodge

West Yarmouth hotel apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 51 minutes

Price per night from

$137

Charming Pond View Private Room and Bath with Private Entrance

South Yarmouth house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$92

Charming 4 bedroom home in the east chop neighborhood of Oak Bluffs

Oak Bluffs house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$572

Escape to Cape Cod - 4 Bedroom near Sound Beaches

South Yarmouth house

4 bedrooms
2 bathrooms

sleeps 8

Price per night from

$550

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