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Osterville Rentals

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Price: high to low

Number of reviews

1,087 Houses

Waterfront Home in Oyster Harbors - beach + dock

Osterville house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 58 minutes

Price per night from

$1,138

271 Westwind Cir

Osterville house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$200

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

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 37 minutes

Price per night from

$486

21001: Contemporary Gem with Private Pool & Great Outdoor Living Space!

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$500

Great rentals within 20 miles that match your search

AFFORDABLE WATER VIEW Cape Cod

Pocasset cottage

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$172

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

7 bedrooms / 5 bathrooms / sleeps 24

Price per night from

$801

Charming Cape Cod Cottage/ Walk to Beach/Canal

Sandwich house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$54

WATERFRONT 3 Bedroom Beach Home

Onset house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$359

Walk to Multiple Beaches and Downtown

Wareham house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$58

Ocean, lake, harbor & parkview Vineyard cottage w/AC

Oak Bluffs cottage

6 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 20 minutes

Price per night from

$572

Minutes to Menauhant Beach - Newly Furnished

Falmouth house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$429

New Cape House Steps to the Beach in East Falmouth

Falmouth house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$429

OCEANFRONT HOME Completely Rebuilt Brand New

West Yarmouth house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 10 minutes

Price per night from

$1,063

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

5 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$572

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 54 minutes

Price per night from

$221

Private sandy beach - Ocean view 4 BR house

Sandwich house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 2 minutes

Price per night from

$366

Waterfront-Martha's Vineyard

Oak Bluffs house

4 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$401

Captain's Quarters @ Captain Alexander's Hideaway

West Harwich house

/ 1 bathroom / sleeps 2

Responds fast! avg. 15 minutes

Price per night from

$75

Two Wing Cottage - escape with family and friends

Harwich Port cottage

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,430

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“Pinch me I think I am in heaven.” 99 Glendon Road was a wonderful place to spend our vacation with my husband and our 2 teenagers. It was so nice to walk to beach. Also, the Hog Dog Place and pizza restaurant at the end of the street is perfect.

Responds fast! avg. 47 minutes

Price per night from

$343

Magnificent Contemporary on Exclusive Point

Falmouth house

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 39 minutes

Price per night from

$572

Oliver's Cottage

West Yarmouth cottage

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 16 minutes

Price per night from

$572

28-2 Greyneck Road Harwich MA

West Harwich condo

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$437

Bayberry Lane

South Dennis cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$286

Home Away From Home

South Dennis cottage

3 bedrooms / 1 bathroom / sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Price per night from

$200

Dennis Port - Walk To And View Of Beach

Dennis Port cottage

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$229

Quintessential Cape Cod

West Yarmouth house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Price per night from

$744

Charming Lambert's Cove Beach House

West Tisbury house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$372

Great Place for a Cape Cod Vacation

Barnstable cottage

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$1,144

Sweet Cottage in Woods Hole Village Steps to Beach

Woods Hole cottage

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$429

Martha's Vineyard Rental

Edgartown house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$538

1st Floor Oceanfront Condo with Private Beach & Panoramic Views

Hyannis condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$401

Upper Cape Mansion, Minutes from Beach

Sagamore Beach house

6 bedrooms / 6 bathrooms / sleeps 15

Responds fast! avg. 2 hours 17 minutes

Price per night from

$1,144

Adorable GINGER BREAD house on MV..NICE !!!

Oak Bluffs house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$654

Jewel by the Sea

West Yarmouth house

6 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$572

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 41 minutes

Price per night from

$172

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 58 minutes

Price per night from

$172

40 Ploughed Neck Rd

East Sandwich house

4 bedrooms / 3 bathrooms / sleeps 8

“Seaside home with all the amenities!” We had a fantastic stay at this beautiful, spacious home! The location is superb -- just a short walk to gorgeous East Sandwich Beach, a quick drive to historic Sandwich village, and easy access to Rt 6 and the rest of the Cape. The house has everything a family needs for a vacation on Cape Cod -- gourmet kitchen, two decks, a hot tub, outdoor shower, and plenty of cozy spots to curl up with a good book. The owners were very helpful and made us feel right at home. We can't wait to go back!

Price per night from

$457

Viewing 38 of 1,087
rentals in Osterville

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