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Holiday Rentals in Osterville

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20 rentals in Osterville.
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Charming Cottage Getaway, holiday rental in Osterville

Charming Cottage Getaway

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Historic Home in Downtown Osterville with Beach Pass, holiday rental in Osterville

Historic Home in Downtown Osterville with Beach Pass

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pleasant Cape Cod-Style Home - One Block from North Bay!, holiday rental in Osterville

Pleasant Cape Cod-Style Home - One Block from North Bay!

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Osterville Home central to everything!, holiday rental in Osterville

Beautiful Osterville Home central to everything!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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'The Half Shell' Cottage in Osterville Village, holiday rental in Osterville

'The Half Shell' Cottage in Osterville Village

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Osterville Charmer in a private neighborhood setting, holiday rental in Osterville

Osterville Charmer in a private neighborhood setting

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Cape Cod Family Retreat, holiday rental in Osterville

Cape Cod Family Retreat

12 bedrooms
8 bathrooms
Sleeps 24
Match: Sleeps
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271 Westwind Cir, holiday rental in Osterville

271 Westwind Cir

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Pool, Beach Pass, Walk to Osterville Village, Steps to Joshuas Pond, holiday rental in Osterville

Pool, Beach Pass, Walk to Osterville Village, Steps to Joshuas Pond

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Home in Oyster Harbors - beach + dock, holiday rental in Osterville

Waterfront Home in Oyster Harbors - beach + dock

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated Osterville Home. Minutes from Beach, Lake, and Center of Town., holiday rental in Osterville

Newly Renovated Osterville Home. Minutes from Beach, Lake, and Center of Town.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Nature abounds, rare cape cod wildlife waterfront family compound in Osterville, holiday rental in Osterville

Nature abounds, rare cape cod wildlife waterfront family compound in Osterville

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautifully Updated Home | Backyard Oasis, New Pool & Firepit | Near Beach, holiday rental in Osterville

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

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Ideal Osterville Family Vacation Home w/AC, KIng Beds and Ocean/ Pond Beach Pass, holiday rental in Osterville

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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OSTERVILLE CHARMER IN THE VILLAGE! 142484, holiday rental in Osterville

OSTERVILLE CHARMER IN THE VILLAGE! 142484

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Osterville Home - 2 1/2 Miles to Craigville Beach!, holiday rental in Osterville

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Exclusive Little Neck Island Cape Cod House, holiday rental in Osterville

Exclusive Little Neck Island Cape Cod House

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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FANTASTIC GET-A-WAY in OSTERVILLE W/BEACH PASS! 134586, holiday rental in Osterville

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Property Perfectly Situated, holiday rental in Osterville

Peaceful Property Perfectly Situated

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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44 Avalon Circle Osterville Cape Cod - The Splash Pad, holiday rental in Osterville

44 Avalon Circle Osterville Cape Cod - The Splash Pad

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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