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28 Vacation Properties in Osterville
sleeping 10, 9, 8, 7, 6, 5, 2
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Location |
Price
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Description (click blue title for more...) |
Sleeps
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BRs
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Baths
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| Osterville vacation rentals that sleep 10 |
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Osterville
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Summer:
$3,000 - $4,000/wk,
Off Season:
$1,000 - $4,000/wk,
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Upscale comfort best describes this spacious 5 bedroom, 3 bath house in the heart of Osterville. Featuring a sun-filled family room, kitchen open to dining area, formal living room/den, large bedroom....
Distance to beach: Dowses Beach
Key amenities: walk to a salt water beach, deck/porch/patio, washer&dryer, dishwasher, linens included, cable TV, fireplace
Time active on this website: 11 months
, Listed by: Amanda, Realtor
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10 |
5 |
3 |
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Osterville Village
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Summer:
$2,000 - $2,400/wk,
Off Season:
$1,500 - $2,400/wk,
$1,200 - $3,000/mo,
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Beautiful four bedroom Cape in private setting a short walk to Osterville village and less than a mile to a private ocean beach on Nantucket sound!. Totally updated home with all amenities including w....
Distance to beach: Less than one mile to Dowses Beach
Key amenities: walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, handicap accessibility
Time active on this website: 8 years, 8 months
Guest Reviews: 1
, Listed by: Steve D.
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10 |
4 |
2.5 |
| Osterville vacation rentals that sleep 9 |
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Osterville
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Summer:
$3,100 - $4,000/wk,
Off Season:
$2,000 - $3,400/wk,
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This picturesque, eight room seaside home is surrounded by stunning blue hydrangeas and roses. The house is a 3-minute walk to the lovely center of Osterville and 1/2 mile to the harbor and beach; 1 m....
Distance to beach: 1/2 mile to harbor/beach, 1 mile to Dowses Beach
Key amenities: walk to beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 6 months
, Listed by: Carol
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9 |
3 |
2 |
| Owner Special: Last week in August still available! Reduced price! |
| Osterville vacation rentals that sleep 8 |
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Osterville
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Summer:
$2,600/wk,
Off Season:
$1,000 - $2,600/wk,
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This charming home sits on top of hill on Historic Main Street in the village of Osterville. This newly renovated home features 4 bedrooms, 2.5 bathrooms, and a kitchen any chef would enjoy. SubZero ....
Distance to beach: approx. 1 mile to Dowses Beach
Key amenities: screened porch, deck/porch/patio, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 7 years, 5 months
, Listed by: Peter
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8 |
4 |
2.5 |
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Osterville
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Summer:
$3,500 - $4,000/wk,
Off Season:
$3,000 - $4,000/wk,
$4,000 - $6,000/mo,
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Spacious contemporary in quiet neighborhood! Less than a mile to Dowses Beach, Main Street dining & shopping, and adjacent to Wianno Golf Course. A bright home with updated kitchen and open living r....
Distance to beach: Less than 1 mile to Dowses Beach
Key amenities: deck/porch/patio, central A/C, washer&dryer, dishwasher, linens included, fireplace
Time active on this website: 1 month
, Listed by: Amanda, Realtor
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8 |
4 |
3 |
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Osterville
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Summer:
$8,900/wk,
Off Season:
$8,900/wk,
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One of the last remaining waterfront estate settings in one of the Cape's most sought after private communities. Over 800 ft of direct water frontage with a newly constructed dock with access to the T....
Distance to beach: 2 miles
Key amenities: on salt water, boat dock, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 3 years
Guest Reviews: 1
, Listed by: John
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8 |
4 |
2.5 |
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Osterville-Wianno
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Summer:
$1,800 - $2,400/wk,
$8,000 - $8,800/mo,
Off Season:
$700 - $1,600/wk,
$2,000 - $4,500/mo,
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4 bedrooms, 2 bath, outdoor shower, full deck, sleeps 8+, great room, dining room, living room, washer & dryer, dishwasher, cable/VCR, Wireless, large backyard. Great layout for kids-walk to town, mar....
Distance to beach: 500 yards, and 1 mile to Dowes beach
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, pet-friendly
Time active on this website: 7 years
, Listed by: Ann Weld
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8 |
4 |
2 |
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Osterville
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Summer:
$1,200 - $1,900/wk,
Off Season:
$1,000 - $1,900/wk,
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Welcome to the Cape! This Southside, fully renovated, One Level Home is Open & Airy with Vaulted Skylit Ceilings, Hardwood Floors, Bright Kitchen w/Stainless Appliances, Center Eat-Up Island & Dishwas....
Distance to beach: Dowses Beach - Under 2 Miles - 5 Minute Drive
Key amenities: deck/porch/patio, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, fireplace, Wi-Fi/Internet, handicap accessibility
Time active on this website: 5 years, 3 months
Guest Reviews: 5
, Listed by: Alynn Berry, Realtor
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8 |
3 |
2 |
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Osterville
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Summer:
$1,600 - $1,700/wk,
$6,000 - $6,200/mo,
Off Season:
$6,000/mo,
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Comfortable Family Home in a quiet Osterville neighborhood.Great for your Cape Cod vacation.Tastefully updated,offering a fully applianced large kitchen and dining table that will sit 8, plus a center....
Distance to beach: 2 miles Dowses Beach
Key amenities: deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 2 years, 5 months
Guest Reviews: 4
, Listed by: Joanne Cross
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8 |
3 |
2 |
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Osterville
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Summer:
$300/night,
$1,400 - $1,800/wk,
$6,000/mo,
Off Season:
$250/night,
$1,000 - $2,000/wk,
$2,000 - $5,000/mo,
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Welcome to Osterville! Home of the five of bays and one of the best family beaches on the Cape. Now add incredible boating, great shopping and many dining choices.
Our home is a 3 bedroom two bath ....
Distance to beach: Dowses Beach is 2 mi & Joshua's Pond a mile
Key amenities: deck/porch/patio, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly
Time active on this website: 1 year, 10 months
, Listed by: Janine
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8 |
3 |
2 |
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Osterville
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Summer:
$1,500 - $1,700/wk,
Off Season:
$150 - $250/night,
$1,250 - $1,700/wk,
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Relax in comfort in this welcoming, clean, open Cape home in Osterville. This attractive home is located in a quiet neighborhood within walking distance to several ponds and the village center, and a ....
Distance to beach: 4/10 mile to ponds, less than 2 miles to Dowses
Key amenities: walk to a fresh water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet
Time active on this website: 9 years
, Listed by: Steve Webb
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8 |
3 |
2 |
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Osterville
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Summer:
$100 - $250/night,
$1,100/wk,
Off Season:
$100 - $250/night,
$550 - $1,100/wk,
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Quiet three bedroom Cape located on a dead-end street in the quaint town of Osterville. Large field with playground and swimming pond within a short walking distance. The house is only 20 years old ....
Distance to beach: 1 3/4 miles to famous Dowses private beach
Key amenities: deck/porch/patio, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly
Time active on this website: 7 years, 9 months
, Listed by: Walter
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8 |
3 |
2 |
| Osterville vacation rentals that sleep 7 |
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Osterville
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Summer:
$310/night,
$1,500 - $2,250/wk,
Off Season:
$170 - $220/night,
$1,200 - $1,500/wk,
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Charming 3 bedroom one level Cape house with 1.5 bathrooms, kitchen, living room, spacious sun room with sliding door to deck and table and grill. The back yard is gated and offers an outdoor shower a....
Distance to beach: .7 miles or 12 minute walk to Dowses Beach
Key amenities: deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly, handicap accessibility
Time active on this website: 1 year, 8 months
, Listed by: Stewart Roach
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7 |
3 |
1.5 |
| Osterville vacation rentals that sleep 6 |
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Osterville
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Summer:
$1,800 - $2,000/wk,
Off Season:
$1,800/wk,
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This spacious, recently renovated and tastefully decorated Cape ranch, in a quiet neighborhood, is a short walk to charming Osterville village, and a mile from the warmish waters at Dowses Beach or th....
Distance to beach: Dowses Beach (1 mi.) Joshua's Pond (1 mi.)
Key amenities: deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet, handicap accessibility
Time active on this website: 7 years, 3 months
Guest Reviews: 2
, Listed by: Mary Jaros
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6 |
3 |
2 |
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Osterville
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Summer:
$800 - $1,250/wk,
$4,500/mo,
Off Season:
$500 - $750/wk,
$2,600 - $3,000/mo,
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Home set in a quiet cul de sac neighborhood, good area for morning walks and/or bike rides. Enjoy this freshly painted clean home with spacious bedrooms; having breakfast at the kitchen breakfast bar;....
Distance to beach: 2 miles to Dowses Beach
Key amenities: deck/porch/patio, A/C unit(s), washer&dryer, dishwasher, cable TV, DVD or VCR, Wi-Fi/Internet
Time active on this website: 5 years, 8 months
, Listed by: Leeri
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6 |
3 |
2 |
| Owner Special: $9000 for July/August
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Osterville
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Summer:
$2,200/wk,
Off Season:
$2,000 - $2,200/wk,
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Lovely private property situated on a corner lot at the end of a cul-de-sac in a quiet neighborhood. Great central mid-Cape location on a private road in Osterville Heights. Short drive to Ostervill....
Distance to beach: Within 2 miles to several beaches including Dowses
Key amenities: deck/porch/patio, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly
Time active on this website: 4 years, 9 months
Guest Reviews: 4
, Listed by: KJ
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6 |
3 |
2 |
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Osterville
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Summer:
$1,500 - $2,800/wk,
Off Season:
$1,500 - $2,600/wk,
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Located in the convenient and sought-after neighborhood of Oyster Hills, this ranch style home has all the essentials! Professionally decorated & fully furnished in upscale comfort, this sunny home of....
Distance to beach: 1 mile to Osterville's Dowses Beach
Key amenities: deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, handicap accessibility
Time active on this website: 3 years, 7 months
, Listed by: Osterville Rentals
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6 |
3 |
2 |
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Osterville
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Summer:
$3,000/wk,
Off Season:
$2,500 - $3,000/wk,
$3,500 - $5,000/mo,
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Location, location! Deceptively large home!! Just a short stroll to Main Street dining, boutiques, church, library & Dowses Beach! Enjoy everything that Osterville and Cape Cod have to offer in this c....
Distance to beach: Less than 1/2 mile to Dowses Beach
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet
Time active on this website: 6 months
, Listed by: Amanda, Realtor
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6 |
3 |
2 |
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Osterville
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Summer:
$3,200 - $3,600/wk,
$14,000/mo,
Off Season:
$450/night,
$3,000 - $3,600/wk,
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This newly renovated, open floor plan home is freshly decorated and completely updated. Through the front door, you'll find a cathedral-ceilinged foyer and living room with fireplace and flat screen T....
Distance to beach: 15min walk-Dowses Beach, 1min to Crosby Marina
Key amenities: walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 4 months
Guest Reviews: 2
, Listed by: Kristin Pandit
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6 |
3 |
3 |
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Osterville Village
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Summer:
$3,000/wk,
Off Season:
$2,750 - $3,000/wk,
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Fabulous in Town home for rent. 3 bedrooms, 1 full and 1 half bathroom, 1 outdoor shower. Sleeps 6 comfortably. Hardwood floors, central air, all bedrooms with flat screen TVs, WIFI, Home Theatre i....
Distance to beach: <1 mile Dowses
Key amenities: screened porch, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly, handicap accessibility
Time active on this website: 2 months
, Listed by: Beth
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6 |
3 |
1.5 |
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Osterville
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Summer:
$3,500/wk,
Off Season:
$2,000 - $3,500/wk,
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Fantastic location - quiet neighborhood less than a mile to the beach and Main Street dining & shopping! Great space in this 3 bedroom, 2 bath home with large family room, eat-in kitchen, dining area....
Distance to beach: Less than 1 mile to Dowses Beach
Key amenities: deck/porch/patio, pool, central A/C, washer&dryer, dishwasher, cable TV, fireplace
Time active on this website: 1 month
, Listed by: Amanda, Realtor
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6 |
3 |
2 |
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Osterville
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Summer:
$2,900/wk,
Off Season:
$2,700 - $2,900/wk,
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Just turn the key and have a great vacation! This charming, fully furnished, remodeled Victorian is located in the sought-after Wianno area of Osterville. The beautifully appointed home offers a gas....
Distance to beach: 1/2 mile to Dowse's Beach
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, handicap accessibility
Time active on this website: 1 year, 11 months
, Listed by: Sheila
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6 |
3 |
2.5 |
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Osterville - Mid Cape
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Summer:
$1,498/wk,
$5,200 - $6,000/mo,
Off Season:
$150 - $175/night,
$700 - $1,575/wk,
$1,820 - $3,000/mo,
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* Beautiful 2 bed/2 bath Colonial in quiet neighborhood in picturesque Osterville (near Hyannis).
* Bright and airy family room opens onto a 4 season sitting room overlooking the private back yard wi....
Distance to beach: Less than 10 min. to Dowses and Craigville beaches
Key amenities: screened porch, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 11 months
Guest Reviews: 5
, Listed by: Audrey, Realtor
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6 |
2 |
2 |
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Osterville
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Summer:
$2,000 - $2,500/wk,
Off Season:
$2,000/wk,
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Come enjoy Osterville and Cape Cod at our cozy, clean, well-appointed vacation home situated on 1/2 acre of land which abounds with beautiful rhododendrons, hydrangeas, and hostas all summer long. A f....
Distance to beach: Dowses Beach 15 minute walk
Key amenities: walk to beach, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet
Time active on this website: 3 months
, Listed by: Joe
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6 |
2 |
1 |
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Osterville
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Summer:
$325 - $350/night,
$1,800/wk,
$5,500/mo,
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Brand new listing. Recently purchased and become available for summer rental. All furnishings and beds will be brand new. Quiet, private, but convenient 2 bedroom, 2 bath Osterville cottage just off o....
Distance to beach: 1 mile to Dowses Beach
Key amenities: deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, fireplace, Wi-Fi/Internet, pet-friendly
Time active on this website: Less than a month
, Listed by: Sarah
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6 |
2 |
2 |
| Owner Special: Newly purchased property. All furnishings will be brand new on 6/29! Multiweek, monthly discounts. |
| Osterville vacation rentals that sleep 5 |
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Osterville
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Summer:
$3,800/wk,
Off Season:
$3,800/wk,
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This stunning waterfront home is a one of a kind with breathtaking views from every angle. There is a 40-foot pier (5.5' draw) that's ideal for boating and fishing. This three bedroom, 2.5 bath rental....
Distance to beach: Waterfront property with dock
Key amenities: on water, boat dock, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet
Time active on this website: 1 year
, Listed by: Michelle Sylvia
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5 |
3 |
2.5 |
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Osterville, Barnstable
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Summer:
$3,800/wk,
Off Season:
$3,500 - $3,800/wk,
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Exquisite views from every room enhance this immaculate Nantucket Style cottage constructed over the former boat house of this 10 plus acre estate in the Village of Osterville. A private dock is avail....
Distance to beach: Dowses Beach 1+ mile
Key amenities: water view, boat dock, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, fireplace
Time active on this website: 9 months
, Listed by: Paula Markiewicz
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5 |
3 |
2.5 |
| Osterville vacation rentals that sleep 2 |
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osterville
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Summer:
$200 - $250/night,
$1,000 - $1,200/wk,
Off Season:
$200 - $250/night,
$1,000 - $1,200/wk,
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This quaint, Osterville cottage is spacious and private with a sleeping loft and full bath. Enjoy the peaceful surroundings, with a brick patio looking out to a beautiful, landscaped yard. Short strol....
Distance to beach: 1/2 mile to Dowses Beach
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, A/C unit(s), linens included, cable TV, DVD or VCR, Wi-Fi/Internet
Time active on this website: Less than a month
, Listed by: Rona or Michele
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1 |
1 |
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