Orleans Holiday Rentals

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Our top choices for Orleans holiday rentals

Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is NZ$1,553
includes taxes & fees
16 Feb - 17 Feb
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 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 NZ$4,954
includes taxes & fees
13 Feb - 14 Feb
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is NZ$1,110
includes taxes & fees
13 Feb - 14 Feb
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is NZ$687
includes taxes & fees
17 Feb - 18 Feb
🦀Waterfront at The Velvet Crab~Amazing Sunsets

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, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is NZ$960
includes taxes & fees
16 Feb - 17 Feb
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is NZ$822
includes taxes & fees
17 Feb - 18 Feb
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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, (22 reviews)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is NZ$866
includes taxes & fees
26 Feb - 27 Feb
The Pet-Friendly Surf Shack Hideaway on the Cove

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (18 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$790
includes taxes & fees
17 Feb - 18 Feb
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is NZ$1,067
includes taxes & fees
17 Feb - 18 Feb
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is NZ$773
includes taxes & fees
16 Feb - 17 Feb
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is NZ$727
includes taxes & fees
16 Feb - 17 Feb
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

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, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is NZ$835
includes taxes & fees
22 Feb - 23 Feb
Cozy Large Home in Harwich with Patio near Wequassett Resort

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, (42 reviews)
"Great place!"
United States
Michael P.
The price is NZ$596
includes taxes & fees
23 Feb - 24 Feb
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (50 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is NZ$316
includes taxes & fees
22 Feb - 23 Feb
The Nantucket Room Unit - #2

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"This was a great home, very clean and spacious rooms. Lots of hooks to hang towels and plenty of space to spread out!"
United States
Quinn S.
The price is NZ$1,251
includes taxes & fees
25 Feb - 26 Feb
Family Cottage Close to Beach!!

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is NZ$526
includes taxes & fees
18 Feb - 19 Feb
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is NZ$915
includes taxes & fees
22 Feb - 23 Feb
Modern Beach & Pond Getaway; Heart of Cape Cod

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, (11 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 NZ$855
includes taxes & fees
17 Feb - 18 Feb
The Alpine/Walk to Beach for 2 or more!

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is NZ$1,077
includes taxes & fees
7 Mar - 8 Mar
Coastal Haven in West Dennis

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117 reviews)
"Clean, lovely cottage. Excellent location. "
United States
Dottie P.
The price is NZ$806
includes taxes & fees
23 Feb - 24 Feb
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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

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$222 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 Orleans Bowling Center, 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?

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach: This highly rated holiday home rental in Orleans is located near the beach, and has a fireplace, a patio 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. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orleans?

Choose from 290 Expedia holiday rentals in Orleans for a memorable holiday.

What’s there to see and do in Orleans?

Orleans Bowling Center and Cape Escape Adventure Golf 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.