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

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, (18 reviews)
"Great house, so much room! We enjoyed our stay!!"
United States
Gina M.
The price is HK$14,121
HK$23,389 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
A living room with a grey sofa, striped rug, and a lamp.

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)
"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 HK$1,211
HK$3,622 total
includes taxes & fees
3 Nov - 4 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove
A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

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$1,107
HK$3,566 total
includes taxes & fees
1 Nov - 2 Nov
Lovely House 5 Min to Beach with Deck, Grill, Garage
Two Adirondack chairs facing a calm lake with a forested shoreline under a partly cloudy sky.

4. 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$1,297
HK$3,128 total
includes taxes & fees
3 Nov - 4 Nov
The Breeze on Minister's Pond
A beach with people, tents, and umbrellas.

5. 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$2,461 total
includes taxes & fees
1 Nov - 2 Nov
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
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, (30 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$1,177
HK$3,241 total
includes taxes & fees
2 Nov - 3 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Living room with plenty of seating and beautiful coastal design

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 HK$1,512
HK$4,936 total
includes taxes & fees
1 Nov - 2 Nov
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

8. 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$1,748
HK$4,561 total
includes taxes & fees
18 Nov - 19 Nov
10 min walk to Beach - Home with Amazing View & Huge Deck
A patio with Adirondack chairs, a fire pit, and a wooden deck.

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 HK$1,168
HK$3,160 total
includes taxes & fees
2 Nov - 3 Nov
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
A dining table set with plates, glasses, and a variety of food including grapes, cheese, and crackers.

10. 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$1,203
HK$3,792 total
includes taxes & fees
2 Nov - 3 Nov
National Seashore/Updated/Game Room~Blue Pearl
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, (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
An outdoor deck with a grill, dining table, chairs, and an umbrella.

12. 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$1,289
HK$3,989 total
includes taxes & fees
8 Nov - 9 Nov
Sleeps 2-8/Soaking Tub/FirePit~Burrows
A beach with a wooden fence and a clear view of the ocean.

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$1,263
HK$3,959 total
includes taxes & fees
2 Nov - 3 Nov
The Alpine/Walk to Beach for 2 or more!
A beach with footprints, a large rock, and a clear sky.

14. 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 HK$1,569
HK$4,875 total
includes taxes & fees
2 Nov - 3 Nov
The Brewster Pearl
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

15. 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$1,271
HK$3,942 total
includes taxes & fees
2 Nov - 3 Nov
Pond House~Waterfront Oasis on Minister's Pond
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

16. 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$3,629 total
includes taxes & fees
2 Nov - 3 Nov
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A lakeside deck with two Adirondack chairs and a small dock extending into the water.

17. 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$1,512
HK$3,849 total
includes taxes & fees
1 Nov - 2 Nov
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
A pool area with lounge chairs and flags.

18. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (270 reviews)
"The property is an older timeshare and dated."
United States
Kim
The price is HK$843
HK$965 total
includes taxes & fees
1 Nov - 2 Nov
The Cove at Yarmouth by Westgate Resorts
A spacious living area with a large window, a wooden ceiling, a television, and a sofa.

19. Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
10.0 out of 10, Exceptional, (2 reviews)
"Lovely spot on the water!"
United States
Elizabeth T.
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
A sandy beach with wooden posts and a clear view of the ocean.

20. 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 HK$1,469
HK$3,890 total
includes taxes & fees
2 Nov - 3 Nov
Sand Bar~3 BR Dog Friendly Beachside Home
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"It was awesome"
David 2-night trip
Posted 13 hours ago
Uncommoner Hotel by Reverie Boutique Collection

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 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.