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Osterville Rentals

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Price: high to low

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1,321 Houses

FANTASTIC GET-A-WAY in OSTERVILLE W/BEACH PASS! 134586

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$171

Waterfront Home in Oyster Harbors - beach + dock

Osterville house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,141

271 Westwind Cir

Osterville house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$140

Osterville Home - 2 1/2 Miles to Craigville Beach!

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$243

Ideal Osterville Family Vacation Home w/AC, KIng Beds and Ocean/ Pond Beach Pass

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$484

OSTERVILLE CHARMER IN THE VILLAGE! 142484

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$300

Beautifully Updated Home | Backyard Oasis, New Pool & Firepit | Near Beach

Osterville house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$505

Great rentals within 20 miles that match your search

Jewel by the Sea

West Yarmouth house

6 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$646

Private Twin Room in Cozy Cottage

Oak Bluffs house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$389

Guest Room in a Cozy Cottage

Oak Bluffs private room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$389

X-Large Cape Cod Beach House

Falmouth house

7 bedrooms / 4 bathrooms / sleeps 16

Responds fast! avg. 42 minutes

Price per night from

$833

Oak Bluffs Home walk to town

Oak Bluffs house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$463

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$953

Unique & Private 3 Bedroom Brewster Home

Brewster house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$371

Bayside Beach house in Maravista, walk to beach

Teaticket house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$254

Sunset Charter on Private Trawler Yacht 42'-

Hyannis yacht

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$777

MY POPPY HEAVEN

New Seabury house

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$906

2 BR Cape Cod Vacation Rental

Mashpee house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,850

Luxurious & Spacious Waterfront Home on Swimmable Private Beach. Pet OK.

Barnstable house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,480

High-end Brewster ,Mass. Bay view town home

Brewster apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$462

Charming Cape Home/Walk to Beach

Falmouth house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$545

Price per night from

$185

Cape Cod Charm in Falmouth Village

Falmouth studio

Studio / 1 bathroom / sleeps 4

Price per night from

$421

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

$221

Great Place for a Cape Cod Vacation

Barnstable cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$1,261

3bd 2 bath steps to private association beach

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 7

“Beautiful Location” Loved the house and will stay again in this location House was decorated beautifully. Very clean and a the beach was clean and lovely . Short distance to shops , restaurants and activities

Price per night from

$594

Two Wing Cottage - escape with family and friends

Harwich Port cottage

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,511

Beautifully updated beach house w/central air near Seagull Beach

West Yarmouth house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 17 minutes

Price per night from

$259

Falmouth Cape Cod Summer Vacation Rental Waterview

Falmouth house

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$181

in town studio apartment close to everything

Edgartown apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$298

WATERFRONT 3 Bedroom Beach Home

Onset house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$376

Lovely clapboard home in a private setting in the heart of town

Oak Bluffs house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$325

Historic home w/ outdoor spaces and tennis nearby - dogs OK!

Cotuit house

6 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$654

Luxury waterfront estate w/incredible gardens & entertaining spaces

Oak Bluffs house

6 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,766

New home w/ deck, firepit & vineyard - near 3 beaches/Great Pond!

Waquoit house

3 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$365

Two-level house near the ocean & downtown - walk to Oak Bluffs, 1 dog OK!

Oak Bluffs house

2 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$598

Price per night from

$357

Dog-friendly, two-level house near the ocean w/deck & grill. Walk to town!

Oak Bluffs house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$647

Viewing 38 of 1,321
rentals in Osterville

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