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

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Our top choices for Orleans holiday 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 £2,142
includes taxes & fees
10 Nov - 11 Nov
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, (31 reviews)
"It was a beautiful house and well stocked with all your needs. Also located in a great area."
United States
Nancy S.
The price is £369
includes taxes & fees
16 Nov - 17 Nov
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 £358
includes taxes & fees
15 Nov - 16 Nov
Lovely House 5 Min to Beach with Deck, Grill, Garage

4. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
10.0 out of 10, Exceptional, (1 review)
"My husband and I, plus daughter, son-in-law, and new baby, had a lovely stay at this property. It’s a beautiful, peaceful location, convenient to beaches, shops, and restaurants. We ate in a couple nights; the kitchen has everything you need to make a nice meal. The house is spacious and tastefully decorated. We will keep happy memories of staying here."
United States
Sabrina H.
The price is £392
includes taxes & fees
18 Nov - 19 Nov
10 min walk to Beach - Home with Amazing View & Huge Deck

5. 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 £447
includes taxes & fees
10 Nov - 11 Nov
The Brewster Pearl

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

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (11 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 £369
includes taxes & fees
10 Nov - 11 Nov
Sleeps 2-8/Soaking Tub/FirePit~Burrows

7. 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 £468
includes taxes & fees
10 Nov - 11 Nov
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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 £350
includes taxes & fees
10 Nov - 11 Nov
National Seashore/Updated/Game Room~Blue Pearl

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, (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 £309
includes taxes & fees
15 Nov - 16 Nov
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly

10. 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 £359
includes taxes & fees
15 Nov - 16 Nov
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

11. 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)
"Lovely conveniently located home with beautiful shaded yard and generous deck with well chosen furniture. The beds were very comfortable and the bedding and sheets were a lovely quality.We all walked the beech daily and enjoyed Nauset beach in the afternoons. Rock Harbor and Capt’n Cass offered the very best seafood, as well as Sir Cricket on Route 6a. We thoroughly enjoyed our stay!"
United States
karen c.
The price is £367
includes taxes & fees
10 Nov - 11 Nov
The Alpine/Walk to Beach for 2 or more!

12. 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 £384
includes taxes & fees
10 Nov - 11 Nov
Pond House~Waterfront Oasis on Minister's Pond

13. 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, (49 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 £630
includes taxes & fees
10 Nov - 11 Nov
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

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 £384
includes taxes & fees
16 Nov - 17 Nov
Sand Bar~3 BR Dog Friendly Beachside Home

15. 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 £405
includes taxes & fees
15 Nov - 16 Nov
Driftmoor~Dog Frndly 3bd/2 bth~Luxe

16. 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 £348
includes taxes & fees
6 Dec - 7 Dec
Spectacular Bayfront Cottage with Private Deck & Sunset Views

17. 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)
"Nice quiet neighborhood and wonderful beach!!"
United States
Kathy S.
The price is £373
includes taxes & fees
10 Nov - 11 Nov
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

18. 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 £396
includes taxes & fees
10 Nov - 11 Nov
Beach Walks, Books & Bay Sunsets

19. 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, (109 reviews)
"Clean, well-appointed, quaint, pet-friendly home centrally located in a great area for driving to Harding's Beach and downtown Chatham."
United States
Jennifer B.
The price is £396
includes taxes & fees
7 Dec - 8 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

20. 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 £547
includes taxes & fees
10 Nov - 11 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
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 Holiday Homes information

Number of reviews
439
Accommodation
2458 Holiday Homes
Lowest Price
£309
Highest Price
£2,142