Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.

Orleans Vacation Rentals

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Our top choices for Orleans vacation homes

1. Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
9.8 out of 10, Exceptional, (18 reviews)
"Great house, so much room! We enjoyed our stay!!"
United States
Gina M.
The price is CA $2,517
CA $4,376 total
includes taxes & fees
Oct 31 - Nov 1
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

2. The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (30 reviews)
"We had such a wonderful time at the Surf Shack. The location was perfect. Within 15 minutes the best beaches, best dining, best shopping..everything. The house was incredibly clean with all the amenities needed to have a great family vacation. The host was incredibly quick to reply to any and all inquiries and was so pleasant to deal with. We couldn’t be any happier with our stay and will definitely stay there again if our travels return us to the Cape."
United States
Justin R.
The price is CA $215
CA $712 total
includes taxes & fees
Nov 2 - Nov 3
The Pet-Friendly Surf Shack Hideaway on the Cove

3. Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is CA $197
CA $676 total
includes taxes & fees
Nov 1 - Nov 2
Lovely House 5 Min to Beach with Deck, Grill, Garage

4. Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is CA $218
CA $733 total
includes taxes & fees
Nov 15 - Nov 16
Sleeps 2-8/Soaking Tub/FirePit~Burrows

5. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is CA $312
CA $864 total
includes taxes & fees
Nov 30 - Dec 1
10 min walk to Beach - Home with Amazing View & Huge Deck

6. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is CA $268
CA $927 total
includes taxes & fees
Nov 1 - Nov 2
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

7. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The home is so beautiful and the decor is like out of a magazine. Immaculately clean, our standards are high, being hosts ourselves. Every amenity thoughtfully provided. The furnishings, bedding, towels are of premium quality and top brand. Our host was incredible, responsive, kind and helpful. This home is perfectly located to many beaches , excellent restaurants and coffee shops. Brewster is a special place. I can understand why the owner chose it. Our family was immensely blessed to have the...
United States
PAULA
The price is CA $280
CA $914 total
includes taxes & fees
Nov 1 - Nov 2
The Brewster Pearl

8. National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"We had an wonderful experience staying at this house. It was exceptionally clean and it had everything we needed (it was nice to have linens and towels provided). All of the rooms were relaxing and comfortable and the kitchen was very well equipped. I would definitely stay there again. "
United States
Catharine D.
The price is CA $213
CA $708 total
includes taxes & fees
Nov 2 - Nov 3
National Seashore/Updated/Game Room~Blue Pearl

9. Pond House~Waterfront Oasis on Minister's Pond

Pond House~Waterfront Oasis on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (13 reviews)
"Had everything we needed for a comfortable stay."
United States
BILL
The price is CA $219
CA $735 total
includes taxes & fees
Nov 15 - Nov 16
Pond House~Waterfront Oasis on Minister's Pond

10. Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Eastham
10.0 out of 10, Exceptional, (5 reviews)
"Nice quiet family-friendly location. Very clean property with all the essential move-in ready provisions provided. All communication was very clear and informative. Highly recommend."
United States
Pete P.
The price is CA $207
CA $591 total
includes taxes & fees
Nov 1 - Nov 2
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

11. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (15 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
Cozy Large Home in Harwich with Patio near Wequassett Resort

12. The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (12 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is CA $224
CA $741 total
includes taxes & fees
Nov 2 - Nov 3
The Alpine/Walk to Beach for 2 or more!

13. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Served us perfectly and lovely gifts and touches"
United States
Tereasa F.
The price is CA $308
CA $687 total
includes taxes & fees
Nov 2 - Nov 3
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

14. Sand Bar~3 BR Dog Friendly Beachside Home

Sand Bar~3 BR Dog Friendly Beachside Home
Eastham
10.0 out of 10, Exceptional, (35 reviews)
"We had a lovely visit with access to the beach and very comfortable beds. Enjoyed a beautiful sunset!"
United States
Debra H.
The price is CA $254
CA $727 total
includes taxes & fees
Nov 2 - Nov 3
Sand Bar~3 BR Dog Friendly Beachside Home

15. Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Clean well maintained"
United States
mark A.
The price is CA $218
CA $733 total
includes taxes & fees
Nov 2 - Nov 3
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

16. Driftmoor~Dog Frndly 3bd/2 bth~Luxe

Driftmoor~Dog Frndly 3bd/2 bth~Luxe
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Driftmoor was a fantastic place to stay for our Labor Day trip to Provincetown. The property is extremely clean and spacious. The location was convenient to several local eateries. Management was easy to communicate with."
United States
David
The price is CA $259
CA $788 total
includes taxes & fees
Nov 2 - Nov 3
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

17. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (38 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
The price is CA $278
CA $1,097 total
includes taxes & fees
Nov 1 - Nov 2
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

18. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (108 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
The price is CA $202
CA $796 total
includes taxes & fees
Nov 30 - Dec 1
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

19. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, lots of little excellent touches, and amazing views. We truly enjoyed the pathway to the private beach. I wished we could have stayed longer. We will definitely be booking again."
United States
Sandra G.
The price is CA $262
CA $800 total
includes taxes & fees
Nov 30 - Dec 1
Beach Walks, Books & Bay Sunsets

20. Spectacular Bayfront Cottage with Private Deck & Sunset Views

Spectacular Bayfront Cottage with Private Deck & Sunset Views
Wellfleet
10.0 out of 10, Exceptional, (85 reviews)
"Amazing stay at this pet-friendly cottage on the beach. Location was great and the hosts were very accommodating. We loved the privacy of the island, the outdoor space, and the sunsets overlooking the bay!"
United States
Scott M.
The price is CA $266
CA $702 total
includes taxes & fees
Nov 29 - Nov 30
Spectacular Bayfront Cottage with Private Deck & Sunset Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orleans Hotel Reviews

Find out more about Orleans

Orleans Vacation Homes information

Number of reviews
401
Accommodation
2503 Vacation Homes
Lowest Price
CA $591
Highest Price
CA $4,266

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