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

Orleans Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (18 reviews)
"Great house, so much room! We enjoyed our stay!!"
United States
Gina M.
$2,605 nightly
The price is $2,981
Nov 5 - Nov 6
Total with taxes and fees
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

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.
$414 nightly
The price is $474
Nov 5 - Nov 6
Total with taxes and fees
Seaside Escape-Art-filled 2 Bd on Town Cove
A living room with a grey sofa, striped rug, and a lamp.

3. 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.
$419 nightly
The price is $480
Nov 9 - Nov 10
Total with taxes and fees
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.

4. 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.
$440 nightly
The price is $486
Nov 16 - Nov 17
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage
A table set outdoors with a view of a lake, surrounded by trees.

5. 🦀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.
$361 nightly
The price is $413
Nov 5 - Nov 6
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Two Adirondack chairs facing a calm lake with a forested shoreline under a partly cloudy sky.

6. 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
$345 nightly
The price is $395
Nov 8 - Nov 9
Total with taxes and fees
The Breeze on Minister's Pond
A beach with people, tents, and umbrellas.

7. 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.
$274 nightly
The price is $314
Nov 5 - Nov 6
Total with taxes and fees
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Living room with plenty of seating and beautiful coastal design

8. 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.
$550 nightly
The price is $629
Nov 5 - Nov 6
Total with taxes and fees
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
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.
$349 nightly
The price is $399
Nov 5 - Nov 6
Total with taxes and fees
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.
$418 nightly
The price is $479
Nov 5 - Nov 6
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
A beach with a wooden fence and a clear view of the ocean.

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)
"Quiet peaceful location. "
United States
Anonymous traveler
$437 nightly
The price is $500
Nov 5 - Nov 6
Total with taxes and fees
The Alpine/Walk to Beach for 2 or more!
A beach with footprints, a large rock, and a clear sky.

12. 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
$523 nightly
The price is $599
Nov 10 - Nov 11
Total with taxes and fees
The Brewster Pearl
A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

13. 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.
$390 nightly
The price is $447
Nov 8 - Nov 9
Total with taxes and fees
Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4
A sliding glass door leading to an outdoor patio with a view of a lake, red and beige outdoor furniture, and a fire pit.

14. 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
$439 nightly
The price is $503
Nov 5 - Nov 6
Total with taxes and fees
Pond House~Waterfront Oasis on Minister's Pond
A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

15. 10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
$478 nightly
The price is $529
Nov 18 - Nov 19
Total with taxes and fees
10 min walk to Beach - Home with Amazing View & Huge Deck
A lakeside deck with two Adirondack chairs and a small dock extending into the water.

16. 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.
$429 nightly
The price is $491
Nov 8 - Nov 9
Total with taxes and fees
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
An outdoor deck with a grill, dining table, chairs, and an umbrella.

17. 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.
$441 nightly
The price is $505
Nov 8 - Nov 9
Total with taxes and fees
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.

18. 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.
$446 nightly
The price is $510
Nov 5 - Nov 6
Total with taxes and fees
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
A pool area with lounge chairs and flags.

19. 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, (271 reviews)
"The property is an older timeshare and dated."
United States
Kim
$106 nightly
The price is $121
Nov 10 - Nov 11
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts
A sandy beach path leading to the ocean with a clear sky.

20. 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.
$474 nightly
The price is $543
Nov 9 - Nov 10
Total with taxes and fees
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.
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Top Orleans Hotel Reviews

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

8/10 Good
"Great price for what you get will stay again"
Michael 1-night trip
Posted 1 hour ago
Sunbird Cape Cod Resort

Find out more about Orleans

Everything you need to know about Orleans vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orleans vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orleans vacation 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 low season months. For more hustle and bustle, you may prefer to visit Orleans in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orleans rentals

At Expedia, we put the best Orleans vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge: Visitors give good reviews to this Orleans vacation home rental, which is located on a lake and has a balcony, a garden, and a barbecue grill 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 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 vacation rentals are there in Orleans?

Choose from 284 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. Skaket Beach and Nauset 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.