Orleans Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Orleans holiday rentals

A beach with a sandy shore, a few beach chairs, and a green umbrella.

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 NZ$5,282
includes taxes & fees
16 Nov - 17 Nov
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
A wicker hanging chair with a metal frame, a small round table with a glass, and a bottle, set on a gravel path with a view of a body of water and greenery.

2. 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 NZ$857
includes taxes & fees
16 Nov - 17 Nov
Seaside Escape-Art-filled 2 Bd on Town Cove
A sandy beach with dunes and a clear sky.

3. 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 NZ$566
includes taxes & fees
16 Nov - 17 Nov
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
A house with a white porch, a door, and a garden with flowers and greenery.

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, (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 NZ$843
includes taxes & fees
16 Nov - 17 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.

5. 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.
Lovely House 5 Min to Beach with Deck, Grill, Garage
A house with a brick pathway leading to the front door, surrounded by hydrangea bushes.

6. 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 NZ$1,099
includes taxes & fees
16 Nov - 17 Nov
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
A wooden deck with outdoor furniture, a covered seating area, and a view of a green landscape.

7. 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 NZ$955
includes taxes & fees
18 Nov - 19 Nov
10 min walk to Beach - Home with Amazing View & Huge Deck
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

8. 🦀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 NZ$743
includes taxes & fees
18 Nov - 19 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

9. 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, (5 reviews)
"Just perfect all around!"
United States
Alexis N.
The price is NZ$837
includes taxes & fees
19 Nov - 20 Nov
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A two-story house with a grey exterior and white trim, surrounded by a well-maintained garden with various plants and flowers.

10. 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 NZ$1,668
includes taxes & fees
23 Nov - 24 Nov
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Come watch the sunset with us...

11. 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 NZ$900
includes taxes & fees
16 Nov - 17 Nov
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
A beach with a clear sky and the sun setting over the ocean.

12. 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 Breeze on Minister's Pond
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)
"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 NZ$918
includes taxes & fees
19 Nov - 20 Nov
The Alpine/Walk to Beach for 2 or more!
A beach with a rocky shoreline and calm waves.

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 NZ$1,073
includes taxes & fees
30 Nov - 1 Dec
The Brewster Pearl
A porch with a wooden floor, white railings, and two rocking chairs.

15. 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 NZ$864
includes taxes & fees
16 Nov - 17 Nov
National Seashore/Updated/Game Room~Blue Pearl
A sunset over a beach with visible footprints in the sand.

16. 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 NZ$883
includes taxes & fees
16 Nov - 17 Nov
Pond House~Waterfront Oasis on Minister's Pond
A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

17. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
Brewster
9.8 out of 10, Exceptional, (62 reviews)
"Very nice property in a good location for our family and our interests. The pool was great to relax in during the afternoons after active mornings out."
United States
Jack N.
The price is NZ$1,210
includes taxes & fees
25 Nov - 26 Nov
Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park
A sandy beach with a grassy path leading to the water.

18. Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (94 reviews)
"Beautiful, clean home with very responsive and kind hosts!"
United States
Claire D.
The price is NZ$1,052
includes taxes & fees
16 Nov - 17 Nov
Beautiful home near Jacknife Beach and bike trail
A deck with a table, chairs, a grill, and an umbrella.

19. 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 NZ$722
includes taxes & fees
16 Nov - 17 Nov
Samara Tide | 3BR Walk to Bay Beach, Pet Friendly
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 NZ$905
includes taxes & fees
17 Nov - 18 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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Find holiday rentals that suit your style

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Top Orleans Hotel Reviews

An indoor swimming pool with a wooden ceiling and multiple sunlit windows.
Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham

8/10 Good

A good family hotel but found the service to be average. The room had a very noisy air conditioner that kept us awake all night. The windows of our room couldn't be left open because they opened onto indoor swimming pool area and the air was very humid. Very poor meal in noisy restaurant.
Australia
Anonymous
Reviewed October 8, 2010
Four Points by Sheraton Eastham Cape Cod

Find out more about Orleans

Everything you need to know about Orleans holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orleans holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orleans holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orleans holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orleans. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orleans holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orleans holiday rentals we have selected for you start as low as NZ$189 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orleans rentals

At Expedia, we put the best Orleans holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orleans rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orleans holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orleans. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.