Vacation Rentals & Apartments in Orleans

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44 apartments

Private pool 3 mins to Skaket Beach!

Orleans house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$481

Orleans Resort Style Living

Orleans house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 39 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$945

"Up There" 39452

East Orleans apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Fantastic Location on the Cape!” The two separate apartments was perfect for us. Our two young adult sons could stay up late without disturbing us and when we got up we didn't have to worry about waking them up accidently (eventually, just on purpose:o). The view of the ocean from the decks was just beautiful with the nice beach just a short walk across the dunes. Plenty of nice restaurants in Orleans and East Orleans. We couldn't have scripted it any better.

Match: Shared outdoor pool (unheated)

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Price per night from

$1,429

Stunning Home with In-Ground Pool!

Orleans house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$356

Great rentals within 20 miles that match your search

Sleeps 14 Home w/ Pool Great for Families!

West Harwich house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Shared outdoor pool (unheated)

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Price per night from

$416

Luxury Waterfront Home w/ Heated Pool and Hot Tub

South Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Shared outdoor pool (unheated)

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Price per night from

$824

Beautiful backyard, pool, deeded beach rights!

Truro house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$321

Heated Pool AC 1/2 Mile to Beach!

Harwich house

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 20

Match: Shared outdoor pool (unheated)

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Price per night from

$599

Private Association Pool Great Location!

Wellfleet house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$84

Luxurious Estate, Private Heated pool!

West Harwich house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Shared outdoor pool (unheated)

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Price per night from

$957

Private Pool and Close to Marconi Beach!

Wellfleet house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Shared outdoor pool (unheated)

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Price per night from

$460

In-Ground Plunge Pool Dog Friendly!

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Shared outdoor pool (unheated)

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Price per night from

$410

Wow! Private Pool, Game Room, and Fire Pit!

Brewster house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Shared outdoor pool (unheated)

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Price per night from

$365

1 bedroom condo-just steps to the beach

Dennis Port house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Very cute condo close to beach” I stayed at 194 Captain Chase #8 for a week in August 2015. The condo is very cute and spacious. What I liked best: Location, location location! I love Dennis Port - you are centrally located and it isn't far for a ride up to Provincetown, Chatham, or Hyannis. You are close to the Bay beaches or the National Seashore.There are plenty of restaurants (that you can order out from), pizza places, the Dog House and Sundae School (for ice cream) is right up the road. Glendon Road Beach is a very short walk so making the trek with chairs, a cooler, and a beach bag was not an issue. (and you save yourself a parking fee). The Del Ray Beach Club is very quiet which I liked and after a day at the beach, relaxing by the pool was very nice. The condo was very cute and just like the pictures. The bedroom is very spacious; plenty of room to hang your clothes. Having two bathrooms was wonderful. The living area is also spacious. We had one of the couches made into a bed the entire stay - but still had another couch to sit on to watch TV. The owner has provided some board games, DVD's, and books - even two beach chairs! It was hot the entire week so we made use of the air conditioning. My only issue during the week was trying to cook on the stove. I set off one of the smoke/fire alarms and it took awhile for them to stop beeping. I ended up not using the stove the rest of the week. Overall this rental is ideal spot for a week out at the Cape. I recommend it for a couple, or a couple with young children.

Match: Shared outdoor pool (unheated)

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Price per night from

$108

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$602

High-end Brewster ,Mass. Bay view town home

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (unheated)

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Price per night from

$409

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

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$245

Spectacular Waterfront Townhome - Oyster Pond #31

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$514

Spectacular Waterfront Townhome - Oyster Pond #32

Chatham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$571

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$184

405 Lower County Rd Harwich Port MA

Harwich Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated)

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Price per night from

$196

Oceanfront free standing condo in the gated community of Hertitage Sands!

Dennis Port condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$571

Cape Cod cottage-Just 150 feet to Sea Street Beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Classic Cape Cottage” Stayed a week and thoroughly enjoyed it. The outdoor shower was not advertised but a welcome surprise.

Match: Shared outdoor pool (unheated)

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Price per night from

$300

Water Views Private Pool Access to Cove!

West Dennis house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$398

Gorgeous ocean views in Heritage Sands sleeping 8

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$358

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

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$130

NEW LISTING! Captain Gosnold Village - Studio Cottage (Unit M1) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated)

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Price per night from

$103

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 18A) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$130

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16A) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$130

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit 8AB) - Walk to Beach

Hyannis hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$169

Marina Condominium Club

West Dennis condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$172

Gorgeous Outdoor areas with Heated Pool & Hot Tub!

Wellfleet house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Shared outdoor pool (unheated)

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Price per night from

$995

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16BC) - Walk to Beach

Hyannis Port hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated)

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Price per night from

$156

Beautiful Spacious Family Retreat w/ Pool!

Eastham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$327

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit M6) - Walk to Beach

Hyannis Port hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$169

Heated Saltwater Pool Hot Tub!

Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$482

Cottage w/ Private Association Pool!

Eastham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$122

Spacious Home with Private In-Ground Pool!

Brewster house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$407

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