Osterville 2-bedroom Vacation Rentals

271 Westwind Cir

Osterville House

3 bedrooms 3
4 bathrooms
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

$140.00

Excellent (2 reviews)

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from $140.00 / night

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40 Ploughed Neck Rd

East Sandwich House - 8.4 miles away

4 bedrooms 4
3 bathrooms
sleeps 8 8
7 nights min

Child friendly
Air conditioning
Pet friendly

$429.00

Very Good (6 reviews)

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from $429.00 / night

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WATERFRONT 3 Bedroom Beach Home

Onset House - 16 miles away

3 bedrooms 3
1 bathroom
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Nearest beach 1 mi
Child friendly

“we just wanted a relaxing vacation for my 85 year old mother. we couldnt have picked a more perfect home.. so beautiful sitting on the deck right on the water!! the house was very clean & so comfortable..would love to come back next year...”

- Review left on 08/01/2016

$360.00

Very Good (10 reviews)

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from $360.00 / night

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Walk to Multiple Beaches and Downtown

Wareham House - 15.8 miles away

3 bedrooms 3
1 bathroom
sleeps 6 6
min stay varies

Beach/lakeside relaxation
Ask about children
Air conditioning

“I and my family of 7 have enjoyed staying here for our second, precious, annual summer getaway and we're looking forward to our third. It's just perfect. Clean, comfortable, air conditioned. Morning coffee watching the sun rise from the spacious deck...”

- Review left on 09/25/2015

$213.00

Very Good (8 reviews)

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from $213.00 / night

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

Oak Bluffs Cottage - 14.9 miles away

6 bedrooms 6
3 bathrooms
sleeps 10 10
min stay varies

Beach/lakeside relaxation
Nearest beach 0.2 mi
Child friendly

Responds fast! Avg. 20 minutes

“Great house and location! If you are looking for something with space, as well as the ability to walk to the bars and restaurants in Oak Bluffs, this is the house for you! Great location and great porch for those nights when you want to hang in....”

- Review left on 07/20/2014

$573.00

Excellent (2 reviews)

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from $573.00 / night

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New Cape House Steps to the Beach in East Falmouth

Falmouth House - 8.8 miles away

3 bedrooms 3
2 bathrooms
sleeps 8 8
min stay varies

Beach/lakeside relaxation
Child friendly
Air conditioning

$430.00

Excellent (1 reviews)

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from $430.00 / night

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Cape Cod Fun & Sun WIFI Central A/C

Dennis Port Cottage - 13 miles away

3 bedrooms 3
1 bathroom
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

“We rented this cottage without seeing it. It was really nice to be so pleasantly surprised, everything was perfect. Great location, close to beaches and all Dennis activities and restaurants. It was immaculate, the central air conditioning was...”

- Review left on 08/14/2016

$221.00

Excellent (8 reviews)

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from $221.00 / night

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Ides of Marsh

Chatham Cottage - 19.6 miles away

2 bedrooms 2
1 bathroom
sleeps 5 5
7 nights min

Beach/lakeside relaxation
Nearest beach 0.85 mi
Child friendly

Responds fast! Avg. 3 hours 0 minutes

“The cottage was located only about 1/2 mile from Cockle Cove Beach. It sits in a small private, loop road, surrounded by trees and beyond the trees is the beginnings of a salt marsh. The kitchen is very functional and there's a nice sized dining...”

- Review left on 09/30/2016

$131.00

Very Good (8 reviews)

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from $131.00 / night

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Spacious Air-Conditioned 3-Bedroom Close to Beach

South Yarmouth House - 9.2 miles away

3 bedrooms 3
1 bathroom
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Ask about children
Air conditioning

Responds fast! Avg. 3 hours 22 minutes

“This house was spacious, clean and affordable. It is an easy walk to the beach and is close to many attractions on the Cape. We plan on renting next year...”

- Review left on 08/08/2016

$221.00

Excellent (6 reviews)

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from $221.00 / night

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6 Earl Rd

East Sandwich House - 8.3 miles away

4 bedrooms 4
3 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning
Private garden

$220.00

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from $220.00 / night

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Magnificent Contemporary on Exclusive Point

Falmouth House - 14.4 miles away

3 bedrooms 3
4 bathrooms
sleeps 8 8
min stay varies

Beach/lakeside relaxation
Ask about children
Air conditioning

Responds fast! Avg. 3 hours 40 minutes

“A wonderful fall get away! Wonderful location and a fabulous house with great amenities. Would definitely return for future vacations...”

- Review left on 10/27/2016

$459.00

Excellent (3 reviews)

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from $459.00 / night

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In-Ground Pool, Large home, Single or Multi Family Vacations & Family Reunions

Sandwich House - 6 miles away

6 bedrooms 6
3 bathrooms
sleeps 22 22
7 nights min

Beach/lakeside relaxation
Swimming pool
Child friendly

“Our group of 17 recently held a family reunion for one week at this property. The group included young children, teens and adults, and everyone was sad to leave as the week went far too fast. Beautiful property that was extremely well maintained by...”

- Review left on 08/18/2015

$1,285.00

Excellent (16 reviews)

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from $1,285.00 / night

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Private Home with 2 MBRs on Private Road and Beach

Barnstable House - 7.3 miles away

5 bedrooms 5
2 bathrooms
sleeps 8 8
6 nights min

Beach/lakeside relaxation
Ask about children
Air conditioning

$573.00

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from $573.00 / night

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Minutes to Menauhant Beach - Newly Furnished

Falmouth House - 9.1 miles away

4 bedrooms 4
2 bathrooms
sleeps 8 8
1 night min

Beach/lakeside relaxation
Ask about children
Air conditioning

“Welcoming place. My family and I had had a good time staying at this place. Bedrooms were good size, layout of the kitchen and living room were nice along with the interior decoration. They had bikes which we took for a good ride to the beach about 2...”

- Review left on 09/14/2015

$430.00

Very Good (3 reviews)

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from $430.00 / night

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Waterfront-Martha's Vineyard

Oak Bluffs House - 17.4 miles away

4 bedrooms 4
3 bathrooms
sleeps 6 6
7 nights min

Beach/lakeside relaxation
Child friendly
Private garden

$401.00

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from $401.00 / night

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Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth House - 8.9 miles away

5 bedrooms 5
2 bathrooms
sleeps 10 10
min stay varies

Beach/lakeside relaxation
Nearest beach 0 mi
Child friendly

Responds fast! Avg. 46 minutes

“The landlord Alex was very gracious. Everything we needed was provided which was very convenient since we traveled so far. The house was clean and spacious. Centrally located on the cape so we could travel easily in both directions. The beach is only...”

- Review left on 10/20/2016

$572.00

Excellent (12 reviews)

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from $572.00 / night

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Private sandy beach - Ocean view 4 BR house

Sandwich House - 14.6 miles away

4 bedrooms 4
3 bathrooms
sleeps 10 10
min stay varies

Beach/lakeside relaxation
Nearest beach 1 mi
Ask about children

Responds fast! Avg. 2 hours 2 minutes

“A couple of friends and I decided to rent a house for New Years last minute. After searching for hours, we found, and secured, this house within three days. The owner is cool, very organized, and understanding. Along with that, the house was a great...”

- Review left on 01/19/2016

$367.00

Very Good (11 reviews)

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from $367.00 / night

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