Airbnb, Vacation Rentals in Osterville, MA

Compare 8,248 available beachfront holiday vacation home properties, starts from $42

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Airbnb, Vacation rentals and hotel deals in Osterville, MA

Studio in New Addition - Quintessential Cape Cod
Studio in New Addition - Quintessential Cape Cod
Studio in New Addition - Quintessential Cape Cod
Studio in New Addition - Quintessential Cape Cod
Studio in New Addition - Quintessential Cape Cod
Apartment · 2 Guests · 1 Bedroom
$250 /night*
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Renovated Private Entrance Apartment in Sandwich
Renovated Private Entrance Apartment in Sandwich
Renovated Private Entrance Apartment in Sandwich
Renovated Private Entrance Apartment in Sandwich
Renovated Private Entrance Apartment in Sandwich
Apartment · 2 Guests · 1 Bedroom
$95 /night*
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Hyannis Host Inn
Hyannis Host Inn
Hyannis Host Inn
Hyannis Host Inn
7.6 (335 reviews)
Hyannis Host Inn
Hotel · 2 Guests · 1 Bedroom
$105 /night
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Sea Breeze Inn beach rentals
Sea Breeze Inn beach rentals
Sea Breeze Inn beach rentals
Sea Breeze Inn beach rentals
Sea Breeze Inn beach rentals
Hotel · 2 Guests · 1 Bedroom
$175 /night
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Knights Inn Centerville Cape Cod Area
Knights Inn Centerville Cape Cod Area
Knights Inn Centerville Cape Cod Area
Knights Inn Centerville Cape Cod Area
6.8 (153 reviews)
Knights Inn Centerville Cape Cod Area
Motel · 2 Guests · 1 Bedroom
$69 /night
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SPECIAL FOR WEEK OF JULY !%TH, GREAT HOUSE WITH WATER VIEWS, SPACIOUS
SPECIAL FOR WEEK OF JULY !%TH, GREAT HOUSE WITH WATER VIEWS, SPACIOUS
SPECIAL FOR WEEK OF JULY !%TH, GREAT HOUSE WITH WATER VIEWS, SPACIOUS
SPECIAL FOR WEEK OF JULY !%TH, GREAT HOUSE WITH WATER VIEWS, SPACIOUS
8.2 (34 reviews)
SPECIAL FOR WEEK OF JULY !%TH, GREAT HOUSE WITH WATER VIEWS, SPACIOUS
Holiday home · 2 Guests · 1 Bedroom
$250 /night*
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Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
8.8 (118 reviews)
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Hotel · 2 Guests · 1 Bedroom
$182 /night
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Walk To Beaches, Main Street, and Harbor. 3BR Cottage. Quiet Area. Captain Gosnold Village 15
Walk To Beaches, Main Street, and Harbor. 3BR Cottage. Quiet Area. Captain Gosnold Village 15
Walk To Beaches, Main Street, and Harbor. 3BR Cottage. Quiet Area. Captain Gosnold Village 15
Walk To Beaches, Main Street, and Harbor. 3BR Cottage. Quiet Area. Captain Gosnold Village 15
6.0 (1 review)
Walk To Beaches, Main Street, and Harbor. 3BR Cottage. Quiet Area. Captain Gosnold Village 15
Apartment · 2 Guests · 1 Bedroom
$158 /night*
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Best Western Cape Cod Hotel
Best Western Cape Cod Hotel
Best Western Cape Cod Hotel
Best Western Cape Cod Hotel
6.8 (401 reviews)
Best Western Cape Cod Hotel
Hotel · 2 Guests · 1 Bedroom
$107 /night
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Great family home in the heart of Cotuit Village
Great family home in the heart of Cotuit Village
Great family home in the heart of Cotuit Village
Great family home in the heart of Cotuit Village
10 (7 reviews)
Great family home in the heart of Cotuit Village
Holiday home · 2 Guests · 1 Bedroom
$299 /night*
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Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
10 (1 review)
Craigsville beach cottage located .4 walking distance to the Beach!
Cottage · 2 Guests · 1 Bedroom
$167 /night*
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Light-Filled Newly Renovated Home w/Private Backyard on a cul-de-sac
Light-Filled Newly Renovated Home w/Private Backyard on a cul-de-sac
Light-Filled Newly Renovated Home w/Private Backyard on a cul-de-sac
Light-Filled Newly Renovated Home w/Private Backyard on a cul-de-sac
Light-Filled Newly Renovated Home w/Private Backyard on a cul-de-sac
Holiday home · 2 Guests · 1 Bedroom
$350 /night*
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Completed Renovated Cape Cod Home, Minutes Walk To Three Beaches And Hyannis Ctr
Completed Renovated Cape Cod Home, Minutes Walk To Three Beaches And Hyannis Ctr
Completed Renovated Cape Cod Home, Minutes Walk To Three Beaches And Hyannis Ctr
Completed Renovated Cape Cod Home, Minutes Walk To Three Beaches And Hyannis Ctr
9.4 (69 reviews)
Completed Renovated Cape Cod Home, Minutes Walk To Three Beaches And Hyannis Ctr
Holiday home · 2 Guests · 1 Bedroom
$239 /night*
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Perfectly Located Osterville Heights Rental
Perfectly Located Osterville Heights Rental
Perfectly Located Osterville Heights Rental
Perfectly Located Osterville Heights Rental
9.0 (8 reviews)
Perfectly Located Osterville Heights Rental
Holiday home · 2 Guests · 1 Bedroom
$175 /night*
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Off Season! Cape house in lovely quiet neighborhood available monthly. Oct-May
Off Season! Cape house in lovely quiet neighborhood available monthly. Oct-May
Off Season! Cape house in lovely quiet neighborhood available monthly. Oct-May
Off Season! Cape house in lovely quiet neighborhood available monthly. Oct-May
9.6 (49 reviews)
Off Season! Cape house in lovely quiet neighborhood available monthly. Oct-May
Holiday home · 2 Guests · 1 Bedroom
$275 /night*
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Spacious home in a secluded location. Fall and winter discounts - contact us!
Spacious home in a secluded location. Fall and winter discounts - contact us!
Spacious home in a secluded location. Fall and winter discounts - contact us!
Spacious home in a secluded location. Fall and winter discounts - contact us!
10 (1 review)
Spacious home in a secluded location. Fall and winter discounts - contact us!
Holiday home · 2 Guests · 1 Bedroom
$349 /night*
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Hyannis Vacation Rental ~ 2 Mi to Craigville Beach
Hyannis Vacation Rental ~ 2 Mi to Craigville Beach
Hyannis Vacation Rental ~ 2 Mi to Craigville Beach
Hyannis Vacation Rental ~ 2 Mi to Craigville Beach
10 (3 reviews)
Hyannis Vacation Rental ~ 2 Mi to Craigville Beach
Holiday home · 2 Guests · 1 Bedroom
$343 /night*
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Brand New Listing! 3 bedroom 2 bath West Hyannisport Ranch with central AC, fenced in backyard and dog friendly.
Brand New Listing! 3 bedroom 2 bath West Hyannisport Ranch with central AC, fenced in backyard and dog friendly.
Brand New Listing! 3 bedroom 2 bath West Hyannisport Ranch with central AC, fenced in backyard and dog friendly.
Brand New Listing! 3 bedroom 2 bath West Hyannisport Ranch with central AC, fenced in backyard and dog friendly.
9.8 (8 reviews)
Brand New Listing! 3 bedroom 2 bath West Hyannisport Ranch with central AC, fenced in backyard and dog friendly.
Holiday home · 2 Guests · 1 Bedroom
$250 /night*
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Walk to beach 3 bed 2 bath
Walk to beach 3 bed 2 bath
Walk to beach 3 bed 2 bath
Walk to beach 3 bed 2 bath
8.2 (8 reviews)
Walk to beach 3 bed 2 bath
Holiday home · 2 Guests · 1 Bedroom
$185 /night*
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Check out this Incredible location on the Cape! Walk to beaches, dining and more
Check out this Incredible location on the Cape! Walk to beaches, dining and more
Check out this Incredible location on the Cape! Walk to beaches, dining and more
Check out this Incredible location on the Cape! Walk to beaches, dining and more
9.8 (73 reviews)
Check out this Incredible location on the Cape! Walk to beaches, dining and more
Holiday home · 2 Guests · 1 Bedroom
$286 /night*
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Vacation Destinations Near Osterville, MA

Airbnb, Holiday Beachfront House with Full Kitchen, and Other Rental Options in Osterville, MA

Tree-lined home with lovely yard, decks & private beach access - walk to town
Tree-lined home with lovely yard, decks & private beach access - walk to town
Tree-lined home with lovely yard, decks & private beach access - walk to town
Tree-lined home with lovely yard, decks & private beach access - walk to town
Full Kitchen
10 (1 review)
Tree-lined home with lovely yard, decks & private beach access - walk to town
Holiday home · 2 Guests · 1 Bedroom
$1,044 /night*
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Beautiful Florida Sunroom in quiet private area yet still near local attractions
Beautiful Florida Sunroom in quiet private area yet still near local attractions
Beautiful Florida Sunroom in quiet private area yet still near local attractions
Beautiful Florida Sunroom in quiet private area yet still near local attractions
Full Kitchen
10 (5 reviews)
Beautiful Florida Sunroom in quiet private area yet still near local attractions
Holiday home · 2 Guests · 1 Bedroom
$800 /night*
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Bright, Open, Clean, Roomy Cape home, located in prime Hyannis Habor location.
Bright, Open, Clean, Roomy Cape home, located in prime Hyannis Habor location.
Bright, Open, Clean, Roomy Cape home, located in prime Hyannis Habor location.
Bright, Open, Clean, Roomy Cape home, located in prime Hyannis Habor location.
Full Kitchen
10 (20 reviews)
Bright, Open, Clean, Roomy Cape home, located in prime Hyannis Habor location.
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
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What Are The Best Rental Amenities in Osterville, MA?
Amenity Info in Osterville, MA
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Check above for the most common and the least popular rental amenities in Osterville, and pick the one that fits your preference easily. In Osterville, 3978 rentals offer Internet or Wifi, 3950 rentals offer TV, 3800 rentals offer Parking Available. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
How Does The Vacation Home Rental Price Look Like in Osterville, MA?
Vacation House & Cottage Rental Price Information in Osterville, MA
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The graph shows the percentages of vacation homes in each price bucket. Osterville has the largest percentage (20.17%) of homes in $500+ price range.
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What Are The Most Liked Rental Accommodations in Osterville, MA?
Best Accommodation Types in Osterville, MA
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In Osterville, 79.27% of listings are House, which is the most popular accommodation out of 18 total accommodation types. Avg price per night for House is around $386. And the most searched amenities for House accommodation is Kitchen.The least popular accommodation in Osterville is Building rentals
How Many Rental Accommodations Are Pets Friendly in Osterville, MA?
Percentage of Pet Friendly Rental Properties in Osterville, MA
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22.04% of vacation homes in Osterville are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
What are the Airports in Osterville, MA?
Top Airports in Osterville, MA
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Airbnb, Vacation Cottage with Fireplace in Osterville, MA

Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
Fireplace
10 (1 review)
Craigsville beach cottage located .4 walking distance to the Beach!
Cottage · 2 Guests · 1 Bedroom
$167 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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