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

Orleans Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Orleans vacation rentals

A modern kitchen with white cabinets, a central island, and a dining area with a table set for four.

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, (17 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 ￥316,460
￥533,504 total
includes taxes & fees
Aug 23 - Aug 24
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
A hot tub with a tiled edge and a metal ladder, surrounded by a carpeted floor and wooden walls.

2. Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (141 reviews)
"Clean, good activities for the kids and pools were nice"
United States
Jim
The price is ￥36,424
￥41,688 total
includes taxes & fees
Sep 15 - Sep 16
Brewster Green Resort
A wide sandy beach with gentle waves and a clear blue sky.

3. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (63 reviews)
"Clean, great location. "
United States
Peter G.
The price is ￥27,690
￥67,187 total
includes taxes & fees
Sep 12 - Sep 13
On Town Cove with salt water access! Kayaks and paddle board available for use!
A covered deck with a grill, outdoor furniture, and a view of trees.

4. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is ￥22,785
￥109,153 total
includes taxes & fees
Aug 23 - Aug 24
6 Mi to Beach: Home w/ Deck in Brewster!
A covered deck with a grill, outdoor furniture, and a view of trees.

5. 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 ￥16,456
￥111,736 total
includes taxes & fees
Aug 23 - Aug 24
Great for Families! Brewster Home 6 Mi to Beach

6. Quiet getaway in a unique area of Cape Cod

Quiet getaway in a unique area of Cape Cod
Brewster
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for a quiet getaway. Owner was in Constant contact. If I had a question replied very quickly. I highly recommend staying here."
United States
Anonymous traveler
The price is ￥39,558
￥74,793 total
includes taxes & fees
Aug 29 - Aug 30
Quiet getaway in a unique area of Cape Cod

7. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is ￥18,886
￥51,678 total
includes taxes & fees
Aug 23 - Aug 24
🐳 The Whale Song - Dog-Friendly Studio
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

8. 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 ￥36,235
￥93,225 total
includes taxes & fees
Sep 9 - Sep 10
Lovely House 5 Min to Beach with Deck, Grill, Garage
A beach with a sandy shore and gentle waves.

9. Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Eastham
9.0 out of 10, Wonderful, (102 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is ￥39,162
￥88,466 total
includes taxes & fees
Sep 1 - Sep 2
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Two Adirondack chairs facing a calm lake with a forested shoreline under a partly cloudy sky.

10. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is ￥45,395
￥91,434 total
includes taxes & fees
Sep 17 - Sep 18
The Breeze on Minister's Pond
A lakeside deck with two Adirondack chairs and a small dock extending into the water.

11. Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (21 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is ￥34,599
￥87,450 total
includes taxes & fees
Sep 9 - Sep 10
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
A table set outdoors with a view of a lake, surrounded by trees.

12. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is ￥38,464
￥86,941 total
includes taxes & fees
Sep 13 - Sep 14
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A resort with a large pool, sun loungers, and a pier extending into the water.

13. 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 ￥28,323
￥86,939 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Large Home in Harwich with Patio near Wequassett Resort
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

14. 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, (104 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is ￥31,118
￥104,159 total
includes taxes & fees
Sep 2 - Sep 3
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A beach with footprints, a large rock, and a clear sky.

15. 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 ￥51,425
￥124,231 total
includes taxes & fees
Sep 17 - Sep 18
The Brewster Pearl
A patio with Adirondack chairs, a fire pit, and a wooden deck.

16. 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 ￥46,781
￥97,366 total
includes taxes & fees
Aug 24 - Aug 25
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
Two wicker swing chairs facing a sunset over the ocean.

17. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (18 reviews)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
The price is ￥53,192
￥101,626 total
includes taxes & fees
Sep 8 - Sep 9
Castaway Cottage on the bay~Dog Friendly Too!
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

18. 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 ￥64,083
￥156,285 total
includes taxes & fees
Sep 19 - Sep 20
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
A living room with a fireplace, sofas, a TV, and a bookshelf.

19. 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 ￥36,863
￥120,017 total
includes taxes & fees
Sep 16 - Sep 17
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
A sandy beach path leading to the ocean with a clear sky.

20. Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is ￥66,577
￥139,210 total
includes taxes & fees
Aug 31 - Sep 1
Beach Walks, Books & Bay Sunsets
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orleans Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Everything was great! Such a nice place."
Diana 1-night trip
Posted 1 hour ago
Margaritaville Resort Cape Cod

Find out more about Orleans

Search for holiday rentals in Orleans on Expedia! You can easily find your home rentals, villas, holiday apartments in Orleans using one of the methods below:

  • View our selection of featured holiday rentals in Orleans
  • Use the map to find apartments and other holiday homes in the Orleans neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orleans while they last

Look no further and take a look at our great range of rental properties in Orleans!

Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, we offer vacation rentals in Orleans near Cape Escape Adventure Golf, or you can choose a more secluded option if you're looking for extra privacy while you relax. Visitors to Orleans speak positively about the beaches and seafood restaurants in this destination. Make sure you have time to check out the baseball games and university setting during your trip.

What's the top vacation rental in Orleans?

Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5: Visitors like this Orleans vacation home rental. It is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Orleans?

Choose from 286 Expedia vacation rentals in Orleans for a memorable vacation.

What’s there to see and do in Orleans?

Cape Escape Adventure Golf and Orleans Bowling Center are a couple of family-friendly sights, whereas cultural attractions include French Cable Station Museum and Academy Playhouse. Cape Cod Beaches and Skaket Beach are other places to visit while you're in town.

What are vacation rentals like in Orleans?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Orleans. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.