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Orleans Rentals with Pools

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63 apartments in Orleans with pools

Luxury Waterfront Home With Heated Pool

Orleans house

4 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,324

Beautiful Cape Cod vacation home with brand new pool

East Orleans house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$2,084

55 Barley Neck Rd 131073

East Orleans house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$643

#517: Recently updated w/ private pool, private yard, 3 mins to Skaket Beach!

Orleans house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$432

2/10 Mile to Nauset Beach, New In-Ground Saltwater Pool & Hot Tub

Orleans house

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 38 minutes

Match: Swimming pool

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Price per night from

$1,283

10 Acre Estate in East Orleans

Orleans house

8 bedrooms / 10 bathrooms / sleeps 16

Responds fast! avg. 3 hours 38 minutes

Match: Swimming pool

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Price per night from

$5,153

Great rentals within 20 miles that match your search

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

$474

Hedgebound of Cape Cod

Truro house

8 bedrooms / 6 bathrooms / sleeps 20

Match: Swimming pool

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Price per night from

$2,087

Private resort, three homes, one property. Walk to the beach, new pool!

Eastham house

7 bedrooms / 7 bathrooms / sleeps 18

Match: Swimming pool

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Price per night from

$1,180

Cape Cod 2 BR Condo at the Beach July 31-Aug 6, 2020 PRICE REDUCED!

Dennis Port hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$249

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

$438

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

$133

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

$564

Beautiful Brewster Green Resort Condo with Many Amenities

Brewster villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 43 minutes

Match: Swimming pool

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Price per night from

$243

Breakers Ocean View Resort

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$204

Yarmouth, Salt Water Waterfront; Sleeps Four, One Bedroom, Crowd Free, WIFI

South Yarmouth condo

1 bedroom / 2 bathrooms / sleeps 4

Match: Swimming pool

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Price per night from

$160

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

$200

Oliver's Cottage

West Yarmouth cottage

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

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Price per night from

$870

Cape Cod Resort with Private Beach

Dennis Port house

1 bedroom / 1 bathroom / sleeps 5

Match: Swimming pool

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Price per night from

$279

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

Match: Swimming pool

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Price per night from

$175

Ocean views, Beach, pool, cottage 6B Hyannis Cape Cod

Hyannis apartment

1 bedroom / 1 bathroom / sleeps 4

“Great, clean unit” First stay at 6b, was highly recommended by friends and I highly recommend! Unit was clean and comfy, owners were very friendly. Water view from the deck, gorgeous beach steps away, watched the sailboats and ferries, just beautiful.

Match: Swimming pool

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Price per night from

$214

The Soundings Seaside Resort-July 5-10, 2021

Dennis Port condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$462

Spectacular Waterfront Townhome - Oyster Pond #25

Chatham house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 21 minutes

Match: Swimming pool

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Price per night from

$881

Spectacular Waterfront Home - Oyster Pond 31&32

Chatham house

4 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 21 minutes

Match: Swimming pool

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Price per night from

$982

Spectacular Waterfront Townhome - Oyster Pond #31

Chatham house

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 21 minutes

Match: Swimming pool

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Price per night from

$447

OCEANFRONT HOME Completely Rebuilt Brand New

West Yarmouth house

4 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$949

3 homes in 1, new pool, walk to beach. Great for multiple families!

Eastham house

7 bedrooms / 4 bathrooms / sleeps 16

Match: Swimming pool

All filters match

Price per night from

$920

Spectacular Waterfront Townhome - Oyster Pond #32

Chatham house

2 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 21 minutes

Match: Swimming pool

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Price per night from

$530

Mariner Motor Lodge

West Yarmouth hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$137

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 47 minutes

Match: Swimming pool

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Price per night from

$172

Marina Condominium Club

West Dennis condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

All filters match

Price per night from

$126

61 Chase Ave

Dennis Port apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

All filters match

Price per night from

$170

Carolyn's Bass River Vacation Townhome - stunning views of Bass River

South Yarmouth house

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 8 minutes

Match: Swimming pool

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Price per night from

$218

31 Pine Road West Dennis Cape Cod - Shark Lookout

West Dennis house

4 bedrooms / 4 bathrooms / sleeps 9

Match: Swimming pool

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Price per night from

$1,710

14 Hallet Lane Chatham Cape Cod ~ Sand Simeon

Chatham house

6 bedrooms / 7 bathrooms / sleeps 16

Match: Swimming pool

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Price per night from

$1,260

2 Captains Row E Chatham Cape Cod - Captain's Row

Chatham house

3 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$315

93 Bucks Creek Road Chatham Cape Cod - Coastal Charm

Chatham house

4 bedrooms / 4 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,145

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

Hyannis hotel apartment

1 bedroom / 1 bathroom / sleeps 2

Match: Swimming pool

All filters match

Price per night from

$102

Viewing 38 of 63
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