Osterville Rentals with Pools

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99 Houses in Osterville with pools

Why am I receiving these results?

236B Smoke Valley Road 153791

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Swimming pool

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Price per night from

$464

Contemporary Gem with Private Pool!

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$402

Great rentals within 20 miles that match your search

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

Match: Swimming pool

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Price per night from

$458

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$591

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$197

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

Match: Swimming pool

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Price per night from

$173

High-end Brewster ,Mass. Bay view town home

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Swimming pool

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Price per night from

$411

Waterfront Resort in Falmouth - 5/31/24 - 6/7/24

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$173

Cape Cod 2 BR Condo at the Beach August 5-12 !

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$246

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$184

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 26 minutes

Match: Swimming pool

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Price per night from

$173

Spectacular Martha's Vineyard Island Home!

Oak Bluffs townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 16 minutes

Match: Swimming pool

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Price per night from

$455

Magical home built around Windmill with views of ocean

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Swimming pool

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Price per night from

$1,719

Mariner Motor Lodge

West Yarmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 51 minutes

Match: Swimming pool

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Price per night from

$137

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Swimming pool

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Price per night from

$222

Cape Cod Vibrant 2BR Condo w Indoor Swimming Pool & Games Room

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Cape Cod Inviting 2BR Condo with Outdoor Sitting Area

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Cape Cod Modern 2BR Condo with Indoor Swimming Pool

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Cape Cod Spacious 1BR Condo with Outdoor Sitting Area

New Seabury apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Swimming pool

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Price per night from

$296

Private 2 BR Conso with Indoor Pool and Tennis Court Cape Cod

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Cozy 2BR Condo w Tennis Court & Outdoor Sitting Area- Cape Cod

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Cape Cod Stylish 2BR Condo w Indoor Pool and Tennis Court

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Magnificent 2BR Condo w Indoor Pool and Ping-Pong Table

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Captivating 2BR Condo Cape Cod with Outdoor Sitting Area

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$296

Stunning 2BR Condo Cape Cod with Tennis Court & Games Room

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$296

Peaceful 2BR Condo with Tennis court & Indoor Pool-Cape Cod

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$296

Cape Cod Lively 2BR Condo w Outdoor Sitting Area & Games Room

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$296

Stunning 2BR Condo with Indoor Pool & Outdoor Sitting Area

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$296

Crew's Quarters at Captain Alexander’s

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$165

Captain's Quarters - charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

All filters match

Price per night from

$460

Marina Condominium Club

West Dennis condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

All filters match

Price per night from

$173

Match: Swimming pool

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Price per night from

$690

86 Spring Hill

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$288

Captain's Quarters charming oceanfront resort with swimming pool

Falmouth hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$460

Heated Pool, AC, WiFi, Sleeps 18, 2 mi to beach!

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

Match: Swimming pool

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Price per night from

$6,898

Sea Glenn Flowers Private home new to market

Vineyard Haven house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$483

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 5B) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$156

Walk to Beach and Main St. - 3BR/3BA Cottage at Captain Gosnold Village (15ABC)

Hyannis Port apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$209

Viewing 38 of 99
rentals in Osterville

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