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

Orleans Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Orleans holiday rentals

An outdoor wooden table set with plates and wine glasses, a barbecue grill, and a house in the background.

1. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"It is a beautiful property."
United States
Phillip B.
The price is HK$1,477
HK$4,392 total
includes taxes & fees
27 Oct - 28 Oct
Captain's Quarters by Nauset Beach
A modern kitchen with white cabinets, a central island, and a dining area with a table set for four.

2. 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 HK$14,117
HK$24,603 total
includes taxes & fees
27 Oct - 28 Oct
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
A wooden deck with a ceiling fan, a sofa, and chairs.

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 HK$981
HK$3,606 total
includes taxes & fees
27 Oct - 28 Oct
Lovely House 5 Min to Beach with Deck, Grill, Garage
A living room with a grey sofa, striped rug, and a lamp.

4. 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 HK$1,202
HK$3,961 total
includes taxes & fees
3 Nov - 4 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

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 HK$1,122
HK$4,022 total
includes taxes & fees
27 Oct - 28 Oct
10 min walk to Beach - Home with Amazing View & Huge Deck
A table set outdoors with a view of a lake, surrounded by trees.

6. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 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 HK$1,185
HK$3,430 total
includes taxes & fees
28 Oct - 29 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

7. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is HK$1,340
HK$4,109 total
includes taxes & fees
27 Oct - 28 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
A sandy beach with dunes and a clear sky.

8. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (54 reviews)
"Great stay!"
United States
Rebecca R.
The price is HK$1,405
HK$2,595 total
includes taxes & fees
1 Nov - 2 Nov
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Living room with plenty of seating and beautiful coastal design

9. 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 HK$1,503
HK$5,158 total
includes taxes & fees
27 Oct - 28 Oct
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A cozy living room with a comfortable chair, a television mounted on the wall, and a view of the outdoor deck.

10. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 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 HK$1,288
HK$3,260 total
includes taxes & fees
3 Nov - 4 Nov
The Breeze on Minister's Pond
A resort with a large pool, sun loungers, and a pier extending into the water.

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, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
The price is HK$988
HK$3,761 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort
Come watch the sunset with us...

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

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (23 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 HK$1,417
HK$3,937 total
includes taxes & fees
27 Oct - 28 Oct
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
A kitchen with granite countertops, white cabinets, and a dining area with a table set for two.

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 HK$1,245
HK$4,118 total
includes taxes & fees
27 Oct - 28 Oct
The Alpine/Walk to Beach for 2 or more!
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

14. 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 HK$1,194
HK$3,951 total
includes taxes & fees
28 Oct - 29 Oct
National Seashore/Updated/Game Room~Blue Pearl
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

15. 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 HK$1,735
HK$3,807 total
includes taxes & fees
28 Oct - 29 Oct
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
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, (5 reviews)
The price is HK$1,159
HK$3,293 total
includes taxes & fees
28 Oct - 29 Oct
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A cozy room with a beige sofa, a small side table, a floor lamp, and a large window with blinds.

17. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is HK$1,554
HK$3,808 total
includes taxes & fees
27 Oct - 28 Oct
Edgewood on Campground Beach/Steps to the Sand
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

18. 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 HK$1,228
HK$4,098 total
includes taxes & fees
27 Oct - 28 Oct
Pond House~Waterfront Oasis on Minister's Pond
An outdoor deck with a grill, dining table, chairs, and an umbrella.

19. 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 HK$1,219
HK$4,088 total
includes taxes & fees
3 Nov - 4 Nov
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A dining table set for six with placemats, plates, cutlery, and glasses. There are two benches at each end of the table.

20. 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 HK$1,219
HK$4,088 total
includes taxes & fees
27 Oct - 28 Oct
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Staff was all very friendly and helpful. Amenities were good. Location was ideal and it was a good value. Place was well kept and clean."
Mark 3-night trip
Posted 1 hour ago
Hyannis Travel Inn

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
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  • 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 holiday rental in Orleans?

Yes, there are holiday rentals in Orleans close to Cape Escape Adventure Golf, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Orleans has to offer?

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge: This highly rated holiday home rental in Orleans is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Orleans is 5 bedrooms ocean view estate overlooking cape cod bay.

How many holiday rentals are there in Orleans?

Choose from 284 Expedia holiday rentals in Orleans for a memorable holiday.

What’s there to see and do in Orleans?

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

What are holiday rentals like in Orleans?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orleans. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family gatherings.