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Osterville Holiday Rentals

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Distance from
1 mi
31 rentals in Osterville.
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Charming Cottage Getaway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Osterville Home central to everything!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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*Heated Priv. Pool, Walk to beach & shops, Fully Renovated house

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
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Historic Home in Downtown Osterville with Beach Pass

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cape Cod Private Oasis

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Pleasant Cape Cod-Style Home - One Block from North Bay!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Lovely Osterville Home With New Gunite Pool and Beach Pass.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Cape Cod Family Retreat

Holiday Rental House
12 bedrooms
8 bathrooms
Sleeps 24
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'The Half Shell' Cottage in Osterville Village

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Osterville Charmer in a private neighborhood setting

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
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BOOK NOW! FUN in Osterville, MA ⚓️- Sleeps 10 - Beach Pass, Fire Pit and more!�

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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271 Westwind Cir

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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OSTERVILLE, NORTH BAY WITH PRIVATE BEACH AND DOCK

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 6
Match: Sleeps
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Private Nantucket style home with heated pool and beach pass

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Spacious Osterville Heights Rental

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Perfectly Located Osterville Rental

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ideal Osterville Family Vacation Home w/AC, KIng Beds and Ocean/ Pond Beach Pass

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Nature abounds, rare cape cod wildlife waterfront family compound in Osterville

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Unbeatable location, views and water access from this rare family compound

Holiday Rental House
0 bedrooms
8 bathrooms
Sleeps 20
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Exclusive Little Neck Island Cape Cod House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Two Bedroom Near Osterville Center - Beach Pass Included - Air Conditioned

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Rustic Cape Cod Barn

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Oyster Villa - Baby Friendly with Beach Pass

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
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Beautiful Newly Constructed Home With All The Amenities And close to Beaches

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Charming Carriage House on Private Oceanfront Estate

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Overlooking Nantucket Sound, Classic Victorian Era home

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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Osterville Gem - close to Beach / Town

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
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Classic Cape Cottage with Pool!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Sea View Ave Brand New Construction - Pool Hot tub Tennis Court

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 10
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21001: Contemporary Gem with Private Pool & Great Outdoor Living Space!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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CLOSED~ BUT, contact me for consideration*~ Wianno Guest House ~WEEKENDS ONLY

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 1
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