This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Osterville Vacation Rentals Show this location only Back to top
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Walk to Village and Joshua's Pond from This 4 BR/2b Home 4BR/2BA – Sleeps 8 – Osterville #351869
Special offer $400 Off a Week's Stay in Osterville!!
Jul 6, 2013 to Aug 10, 2013
$2800 per week 7 night min stay -
Renovated Wianno Home W/Private Pool, Walk to Dowses Beach & Village
4BR+/2BA
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Sleeps 9-11
– Osterville #435610
$2000- $5000/week
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Quaint Osterville Cottage
3BR+/2BA
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Sleeps 6-8
– Osterville #425619
$1,800/wk / $2000/wk
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3-Bedroom Charmer Abutting Golf Course
3BR/2.5BA
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Sleeps 6
– Osterville #306740
$1800/wk
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Private Osterville Estate 3BR+/3.5BA – Sleeps 6 – Osterville #165887ha
Special offer RATE REDUCTIONS - JUNE, JULY, & AUGUST
Jun 8, 2013 to Jun 29, 2013
$214 - $500 per night
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Osterville - South of 28 - Light, Bright, & Open 3BR/2BA Ranch
3BR/2BA
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Sleeps 6-8
– Osterville #171673
$1,150- $1,900 wkly
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Osterville - Steps to Village and Short Walk to Dowses Beach
3BR+/1.5+BA
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Sleeps 7-10
– Osterville #405998
$1500 per week 7 night min stay
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New Listing! Gorgeous, 2b/2b Home in Picturesque Osterville.
2BR/2BA
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Sleeps 6-7
– Osterville #3014420ha
$150 - $214 per night 3-7 night min stay
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Traditional Classic Cape Cod Home Wianno Section of Osterville
4BR/2.5BA
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Sleeps 8
– Osterville #282677
$3850/wk
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Charming Carriage House on Private Oceanfront Estate
3BR/1BA
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Sleeps 6
– Osterville #270567
$1750- $3250/wk
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554 Wianno Ave.
9BR/6.5BA
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Sleeps 12
– Osterville #3249329ha
$1479 - $1836 per night
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236b Smoke Valley Road
3BR/3BA
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Sleeps 5
– Osterville #3211621ha
$286 - $543 per night
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33 Meadowlark Lane
3BR/2BA
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Sleeps 6
– Osterville #3249319ha
$271 per night
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923 Seaview Ave.
11BR/7BA
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Sleeps 12
– Osterville #3249314ha
$1196 - $1786 per night
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308 Eel River Road
4BR/3.5BA
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Sleeps 7
– Osterville #3249332ha
$723 per night
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215 Scudder Road
3BR/2BA
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Sleeps 6
– Osterville #3231270ha
$114 - $171 per night
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Pleasant Cape Cod-Style Home - One Block from North Bay!
5BR+/5BA
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Sleeps 12
– Osterville #28433
$2000-$4750/wk - $5000/mo in off seas
- Cape Cod 3 Bedroom House Less Then a Mile from Dowses Beach Pass Included 3BR/1BA – Sleeps 6 – Osterville #249072ha
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Pristine Osterville Boat House
Studio/1BA
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Sleeps 2
– Osterville #419467
from $700 /wk.
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Best View in Oyster Harbors with Private Beach and Deep-Water Dock
4BR/3BA
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Sleeps 8
– Osterville #446781
$3003 - $6650 per week 7 night min stay
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Family-Friendly Neighborhood Pet Friendly Cape House W/ Town Beach Pass
4BR/2BA
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Sleeps 8
– Osterville #427821
$1000.00 - $1800.00 U.S Dollars
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Osterville, Ma Cape Cod
3BR/2BA
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Sleeps 6-8
– Osterville #469598
$500 per night 6 night min stay
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Ideal Location in an Ideal Cape Cod Town
4BR/2BA
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Sleeps 8-9
– Osterville #194807
$1800/wk
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Waterfront, Nantucket Style Cottage with Deep Water Pier for Your Boat
3BR/2.5BA
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Sleeps 5
– Osterville #427038
$3800/ week, $2000/week off season
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Perfect Cape Codder with Pool
3BR+/2BA
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Sleeps 8-10
– Osterville #300181
$2000-$2750/wk - $10000/mo
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Lovely Home Near Beaches and Town of Osterville
Studio/0BA
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Sleeps 6-7
– Osterville #462882
$285 per night 14 night min stay
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Traditional Osterville Cape on Golf Course Near Beach/Village
4BR+/2BA
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Sleeps 8-10
– Osterville #293005
$3000/wk - $10000/mo
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Home on Little Island, Osterville W/ Private Beach Access
2BR/4BA
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Sleeps 4-6
– Osterville #249742
$1500-$2800/wk - $9500/mo
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Charming Little House in Osterville
3BR/1BA
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Sleeps 5-6
– Osterville #302685
400- 1000
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Osterville Village Estate - New Home by Award-Winning Architect
3BR/4BA
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Sleeps 10
– Osterville #3530127ha
$714 per night
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16 Curry Lane
2BR/1BA
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Sleeps 4
– Osterville #3249313ha
$179 - $250 per night
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909 Main St
2BR/1BA
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Sleeps 4
– Osterville #3251138ha
$129 - $200 per night
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7 Neck Pond Road
3BR/3BA
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Sleeps 6
– Osterville #3209303ha
$357 per night
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260 Wianno Avenue
6BR/4BA
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Sleeps 8
– Osterville #3209306ha
$429 - $571 per night
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18 Bluenose Road
3BR/2BA
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Sleeps 6
– Osterville #3209300ha
$143 - $271 per night
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6 Neck Pond Road
4BR/3BA
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Sleeps 8
– Osterville #3209299ha
$214 - $357 per night
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256 Parker Road
4BR/2.5BA
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Sleeps 8
– Osterville #3249318ha
$286 - $500 per night
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19 Woodland Ave
2BR/2BA
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Sleeps 4
– Osterville #3213406ha
$100 - $171 per night
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Broker Key: 6040
4BR/3BA
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Sleeps 8
– Osterville #3250181ha
$171 - $243 per night
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Lovely Home with Pool
3BR/2BA
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Sleeps 6
– Osterville #3240336ha
$714 per night
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Osterville Village!
4BR/1BA
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Sleeps 8
– Osterville #3246538ha
$171 - $257 per night
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492 Grand Island
7BR/4.5BA
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Sleeps 14
– Osterville #3244963ha
$1429 per night
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Luxury, Privacy and Charm in Seaside Osterville Village - Cape Cod
5BR/2BA
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Sleeps 11
– Osterville #336424ha
$2100 per week 7 night min stay
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West Hyannisport...1 Mile from Craigville Beach, Cape Cod,
3BR/2BA
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Sleeps 6
– Osterville #125110ha
$200 per night 2 night min stay
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2 Bed Cottage / Wianno / Osterville Village / June Open!!
2BR/1BA
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Sleeps 4
– Osterville #166038ha
$150 - $225 per night 2-7 night min stay
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Elegant Wianno Home, Near Beach W/ in-Law Apartment *** Call for Specials
4BR/3.5BA
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Sleeps 8
– Osterville #225635ha
$2700 - $3920 per week 7 night min stay
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Osterville -Sparkling Southside Ranch W/Open Floor Plan
3BR/2BA
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Sleeps 6-8
– Osterville #182252ha
$143 - $271 per night
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Osterville Estate Eel River Rd, Classic Form/2012 Functionality, Winter/Summer
5BR/3.5BA
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Sleeps 10
– Osterville #121278ha
$150 - $786 per night
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Exclusive Little Neck Island Cape Cod House
4BR/2BA
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Sleeps 8
– Osterville #183613ha
$285 - $856 per night
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Osterville, 3 Bedrooms, 31/2 Baths, Sleeps 11
3BR/3.5BA
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Sleeps 11
– Osterville #3007863ha
$1800 per week 7 night min stay
- Classic Cape Home in Exclusive Wiano Section, Minutes from Dowses Beach 4BR+/2BA – Sleeps 12 – Osterville #108552ha
- Osterville Retreat -Beach Pass 3BR+/2.5BA – Sleeps 10 – Osterville #129534ha
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Roseberry Knoll, a Very Comfortable and Conveniently Located
2BR/2BA
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Sleeps 5
– Osterville #186334ha
$171 per night
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Waterfront Osterville Home on West Bay Surrounded by Water & Spetacular Views!
4BR+/3BA
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Sleeps 10
– Osterville #203449ha
$714 - $1214 per night
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Osterville . . . Lovely Modern 4 Bedroom . . . Pet Friendly
4BR/1BA
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Sleeps 7
– Osterville #180101ha
$143 - $171 per night
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Spacious Waterfront - 4 BR - Osterville - Dock-Tennis Ct.-Guest House-8+Acres-
4BR/2.5+BA
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Sleeps 8
– Osterville #162721ha
$8900 per week 7 night min stay
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Summer is Fast Approaching. Book Now!
2BR/2.5BA
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Sleeps 4
– Osterville #190790ha
$200 - $214 per night
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Charming Carriage House on Private Oceanfront Estate Overlooking Dowses Beach
3BR/1BA
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Sleeps 6
– Osterville #135299ha
$50 - $464 per night
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Reserve Today Spectacular Waterfront Location !
6BR/3.5BA
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Sleeps 8
– Osterville #380054ha
$263 - $514 per night
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Wianno Guest Studio... Perfect Hide-Away
1BR/0BA
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Sleeps 1
– Osterville #382225ha
$121 - $150 per night
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Warm 4 Bedroom Home Walking Distance from Dowses Beach in Osterville!
4BR/2.5BA
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Sleeps 8
– Osterville #377227ha
$429 - $714 per night
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In Village Location! Leave the Car- Walk to Town, Beach, Harbor!
3BR/1BA
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Sleeps 5-6
– Osterville #3539856ha
$2500 per week 7 night min stay
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Osterville, Cape Cod, Hot Tub, Walk to Beach, 4 Bedroom, 3 Full Baths
4BR/4BA
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Sleeps 8
– Osterville #299404ha
$133 - $357 per night
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Spacious Cottage with English-Style Garden in Osterville Village, Cape Cod
3BR/2BA
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Sleeps 7
– Osterville #1021352ha
$157 - $329 per night
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Well Appointed and Spacious Home- Stroll Into Charming Osterville Village
5BR/3BA
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Sleeps 8
– Osterville #398461ha
$2800 per week 7 night min stay
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Quaint Osterville Cape Cod Cottage
3BR/1BA
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Sleeps 6
– Osterville #3508009ha
$139 - $157 per night
- Private Beach and Tennis Court 11BR/7.5+BA – Sleeps 18-20 – Osterville #3501551ha
- Walk to the Village & Beach- Beach Pass Included! 3BR+/2BA – Sleeps 8 – Osterville #3002041ha
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Luxury Summer Rental in Osterville Village
3BR/2.5BA
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Sleeps 10
– Osterville #988348ha
$500 - $571 per night
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Lovely Garden Apartment
2BR/1BA
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Sleeps 4
– Osterville #3511386ha
$100 - $141 per night
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Cape Cod Cottage
4BR/2BA
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Sleeps 7
– Osterville #3522513ha
$133 - $267 per night
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Osterville Lovely Seaside Home Nestled in a Marina with Beautiful Water Views.
4BR/3BA
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Sleeps 8
– Osterville #919620ha
$786 per night
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Overview of Osterville Vacation Rentals
Embrace Nature When Staying in Osterville Vacation Rentals
If your party is looking for a vacation spot near Boston and close to the ocean, consider staying in one of the Osterville vacation rentals. Osterville will feel like a home-away-from-home with its residential surroundings. Tourists can explore bays, marshes, ponds, beaches, a small lake, and a small business district. This area is perfect for small families and small groups of friends who want to get together for a vacation.
Osterville Beach Homes Help You Relax in Style
Staying in Osterville beach homes is a delight to the eyes in addition to your other senses as you feel the breeze and smell the salt water. Look out your window onto the bay or ocean and observe the beautiful wildlife. Some homes include docks so you can set out sailing right from your backyard. Enjoy a day playing on the beach, swimming, and making sand castles, then head back to the house for an outdoor shower before relaxing a bit on the patio.
Choose From Many Affordable Cape Cod Lodging Options
Experience different types of Cape Cod lodging in Osterville, Massachusetts. Stay in a large home that sleeps up to a dozen people, and enjoy the luxuries of a formal dining room and screened-in porch for relaxation. If you prefer a more casual situation, stay in Cape Cod rentals that offers privacy and comfort with fully equipped kitchens, cable TV with surround sound, and shaded decks with grills.
Whether you're planning a family vacation or a gathering with a group of friends, staying in Osterville vacation rentals offers you the opportunity to escape from reality. Dip your toes into the sand and feel the freedom wash over you. Go sailing, swimming, snorkeling, and fishing with loved ones without worrying about hotel prices. Osterville vacation rentals' affordable accommodations help relieve budget worries, allowing you the freedom to simply enjoy.