Orleans Holiday Rentals

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Holiday Rentals in Orleans

Captain's Quarters by Nauset Beach
10.0 out of 10, Exceptional, (6)
"Cape Cod cottage close to the beach."
The price is AU$811
includes taxes & fees
19 Oct - 20 Oct
Captain's Quarters by Nauset Beach
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
10.0 out of 10, Exceptional, (14)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
The price is AU$4,478
includes taxes & fees
17 Oct - 18 Oct
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.6 out of 10, Exceptional, (29)
"Great visit! Clean property a bit tucked in the woods but overall close to everything and a great spot for the price!"
The price is AU$536
includes taxes & fees
19 Oct - 20 Oct
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
10.0 out of 10, Exceptional, (107)
"Hosts were very kind and inviting Very nice home with access to a beautiful pond"
The price is AU$579
includes taxes & fees
18 Oct - 19 Oct
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
🐚The Bay Cottage on Thumpertown Beach
9.8 out of 10, Exceptional, (11)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
The price is AU$597
includes taxes & fees
21 Oct - 22 Oct
🐚The Bay Cottage on Thumpertown Beach
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (99)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is AU$635
includes taxes & fees
19 Oct - 20 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Edgewood on Campground Beach/Steps to the Sand
10.0 out of 10, Exceptional, (9)
"Wonderful location and lovely stay at the cottage. Would book again!"
The price is AU$665
includes taxes & fees
20 Oct - 21 Oct
Edgewood on Campground Beach/Steps to the Sand
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (23)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
The price is AU$1,119
includes taxes & fees
20 Oct - 21 Oct
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Castaway Cottage on the bay~Dog Friendly Too!
9.8 out of 10, Exceptional, (12)
"Very enjoyable. Staff were quick to answer any questions."
The price is AU$637
includes taxes & fees
21 Oct - 22 Oct
Castaway Cottage on the bay~Dog Friendly Too!
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
10.0 out of 10, Exceptional, (28)
"We had a wonderful time and great weather!!!"
The price is AU$664
includes taxes & fees
1 Nov - 2 Nov
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.8 out of 10, Exceptional, (22)
"Everything was great, we really enjoyed our stay!"
The price is AU$667
includes taxes & fees
21 Oct - 22 Oct
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.6 out of 10, Exceptional, (50)
"Enjoyed the stay at the house very much. The house was as described and very clean. Great location and we plan on staying again in the future."
The price is AU$806
includes taxes & fees
21 Oct - 22 Oct
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (287)
"All around a great place to stay!"
The price is AU$271
includes taxes & fees
23 Oct - 24 Oct
Edgewater Beach Resort, a VRI resort
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (113)
"Nice big space. "
The price is AU$367
includes taxes & fees
20 Oct - 21 Oct
Brewster Green Resort
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
7.8 out of 10, Good, (17)
"The location of property was perfect for the reason I was in Chatham.Bed was comfortable and the unit was clean. Perfect for 1-2 people. "
The price is AU$572
includes taxes & fees
21 Oct - 22 Oct
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Cottages at the Even'tide Resort
2.5 star property
9.8 out of 10, Exceptional, (9)
"Great location & resort catering to all your needs to thoroughly enjoy yourself "
The price is AU$448
includes taxes & fees
19 Oct - 20 Oct
Cottages at the Even'tide Resort
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
The price is AU$607
includes taxes & fees
29 Oct - 30 Oct
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
The price is AU$728
includes taxes & fees
21 Oct - 22 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
The Breeze on Minister's Pond
10.0 out of 10, Exceptional, (25)
"We had a lovely time at the Breeze for a few days away from NYC. Tara was a great host and provided us with everything we needed so we had more time to relax and enjoy the area. Will definitely be back to explore the area more!"
The price is AU$606
includes taxes & fees
28 Oct - 29 Oct
The Breeze on Minister's Pond
Sleeps 2-8/Soaking Tub/FirePit~Burrows
10.0 out of 10, Exceptional, (7)
"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. "
The price is AU$756
includes taxes & fees
22 Oct - 23 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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 favourite 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 depend 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 AU$271 per night. Entering your travel dates in the search wizard might find you 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?

5 bedrooms ocean view estate overlooking cape cod bay: This highly rated holiday home rental in Orleans is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books. Another good choice for your trip to Orleans is Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach.

How many holiday rentals are there in Orleans?

Choose from 280 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.