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

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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)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is ¥318,540
¥515,501 total
includes taxes & fees
Aug 29 - Aug 30
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

2. Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (11 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is ¥16,564
¥112,470 total
includes taxes & fees
Sep 1 - Sep 2
Great for Families! Brewster Home 6 Mi to Beach

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, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is ¥26,917
¥82,572 total
includes taxes & fees
Sep 21 - Sep 22
Lovely House 5 Min to Beach with Deck, Grill, Garage

4. 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, (13 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ¥23,745
¥81,561 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Large Home in Harwich with Patio near Wequassett Resort

5. 2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (47 reviews)
"Kitchen was well equipped. Very good location for us and comfy beds. I highly recommend this property and the host. "
United States
Mark T R.
The price is ¥64,504
¥157,312 total
includes taxes & fees
Sep 6 - Sep 7
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

6. 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, (105 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is ¥24,368
¥94,683 total
includes taxes & fees
Aug 31 - Sep 1
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

7. 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)
"Beautiful spot ! House was clean and well equipped. "
United States
Cynthia P.
The price is ¥40,112
¥103,509 total
includes taxes & fees
Sep 23 - Sep 24
Pond House~Waterfront Oasis on Minister's Pond

8. Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ¥30,438
¥111,168 total
includes taxes & fees
Sep 8 - Sep 9
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9. 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, (1 review)
"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 ¥35,229
¥82,610 total
includes taxes & fees
Sep 8 - Sep 9
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

10. 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.
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

11. The Brewster Pearl

The Brewster Pearl
Brewster
10.0 out of 10, Exceptional, (2 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 ¥50,966
¥123,955 total
includes taxes & fees
Sep 17 - Sep 18
The Brewster Pearl

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

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 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 ¥46,566
¥111,991 total
includes taxes & fees
Sep 13 - Sep 14
Sleeps 2-8/Soaking Tub/FirePit~Burrows

13. 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 ¥45,171
¥110,210 total
includes taxes & fees
Sep 23 - Sep 24
The Alpine/Walk to Beach for 2 or more!

14. New! Sandy Point-Private beach/Dog Friendly

New! Sandy Point-Private beach/Dog Friendly
Eastham
10.0 out of 10, Exceptional, (1 review)
"The little touches included with this listing are what makes the difference between returning to a “house we rented” and returning to a “home away from home”. Thoughtful items like nightlights, labeled light switches (so easy but so useful), and motion sensing lights on the outdoor deck stairs for when you were out later than expected and forgot to leave the outside lights on. The kitchen is well stocked with pots, pans, and all manner of cooking gear. WiFi was super fast all throughout the...
United States
Matthew and Kym P.
New! Sandy Point-Private beach/Dog Friendly

15. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is ¥53,018
¥121,380 total
includes taxes & fees
Sep 23 - Sep 24
Beach Walks, Books & Bay Sunsets

16. 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, (6 reviews)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is ¥39,590
¥102,913 total
includes taxes & fees
Sep 23 - Sep 24
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

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, (32 reviews)
"This house was a perfect place for us to stay during our trip exploring Cape Cod. It was centrally located to the various places we drove to and the proximity to the Cape Cod Rail Trail was great. The house is spacious and beautiful! It was clean and on a quiet street."
United States
Reba W.
The price is ¥53,196
¥152,939 total
includes taxes & fees
Sep 22 - Sep 23
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

18. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (85 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
The price is ¥62,211
¥122,969 total
includes taxes & fees
Sep 9 - Sep 10
Beautiful home near Jacknife Beach and bike trail

19. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (26 reviews)
"Loved this property. "
United States
Carol S.
The price is ¥16,723
¥77,529 total
includes taxes & fees
Sep 16 - Sep 17
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

20. Beachfront~Seaside Sea-duction-Dog Friendly

Beachfront~Seaside Sea-duction-Dog Friendly
Eastham
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Beautiful mornings, days, and evenings. "
United States
Keith B.
The price is ¥85,805
¥165,286 total
includes taxes & fees
Sep 8 - Sep 9
Beachfront~Seaside Sea-duction-Dog Friendly
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
455
Accommodation
2541 Vacation Homes
Lowest Price
¥77,529
Highest Price
¥515,501