Orleans Holiday Rentals

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Holiday Rentals in Orleans

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Orleans
10.0 out of 10, Exceptional, (73)
"Great spot"
United States
Eugene P.
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

5 bedrooms ocean view estate overlooking cape cod bay

Orleans
9.4 out of 10, Exceptional, (56)
"We had a family wedding in the area. Location was perfect. Our family stayed there and enjoyed the spacious house. "
United States
Diane G.
5 bedrooms ocean view estate overlooking cape cod bay

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

East Orleans
10.0 out of 10, Exceptional, (63)
"Easy"
United States
Sharon W.
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Stylish Orleans home with spacious deck - near bay & ocean beach

Orleans
8.4 out of 10, Very good, (40)
"This was a great location for our family to gather to celebrate a wedding or to stay for vacation"
United States
Caroline W.
Stylish Orleans home with spacious deck - near bay & ocean beach

Holly Tree Resort

3.0 star property
West Yarmouth
9.0 out of 10, Wonderful, (363)
"Yearly trip that makes it all worth it with our stay at the Holly Tree!"
United States
Angel
Holly Tree Resort

Edgewater Beach Resort, a VRI resort

3.5 star property
Dennis Port
8.8 out of 10, Excellent, (290)
"All around a great place to stay!"
United States
Samantha
Edgewater Beach Resort, a VRI resort

Brewster Green Resort

3.5 star property
Brewster
9.4 out of 10, Exceptional, (119)
"The room was very clean and large. It was perfect for two people. The unit we stayed in was about .25 miles from clubhouse. So since it was cold, we didn't use the indoor pool. Staff was friendly. They have a game room where you can play table tennis and air hockey among other games. For the money, it was well worth staying there."
United States
Harry
The price is NZ$469
includes taxes & fees
13 Nov - 14 Nov
Brewster Green Resort

Riverview Resort

3.0 star property
Bass River
9.2 out of 10, Wonderful, (168)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
United States
Kathleen
Riverview Resort

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Eastham
10.0 out of 10, Exceptional, (27)
"From the moment we arrived we were overtaken by the stunning views and private location. The accommodations and amenities went far beyond our high expectations. David is the ultimate host. He truly assisted us with all aspects of our stay. From changing our dates, to restaurant recommendations his guidance is genuine and compassionate. Thank you David, we appreciate all that you have done for us, and until the next time, may your visits to the Cape give you sunny days, and warm water!"
United States
Don H.
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

The Cove at Yarmouth by VRI Americas

3.5 star property
West Yarmouth
9.2 out of 10, Wonderful, (325)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas

Oceana Cottages

2.5 star property
North Truro
8.4 out of 10, Very good, (67)
"The location was great, literally right on the water. Check in was easy and the cottage was clean. While the property is older, it was a very pleasant place and the owner was so friendly and helpful."
United States
David
Oceana Cottages

Steps to the Ocean! Perfect Location!!!

Barnstable
10.0 out of 10, Exceptional, (231)
"I absolutely loved my stay at this charming cottage in Hyannis! The place was cozy, spotless, and beautifully maintained. A perfect mix of comfort and Cape Cod charm. The location was great, close to the beach and local shops, yet quiet enough to relax and unwind."
United States
Maria
Steps to the Ocean! Perfect Location!!!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham
10.0 out of 10, Exceptional, (39)
"The house and property was simply amazing and such a perfect spot for our company team retreat of 12"
United States
Jennifer S.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Steps to a private beach in a classic Cape cottage. Pet-friendly!

Dennis
8.8 out of 10, Excellent, (27)
"I love tiny living and this was the perfect tiny cottage gettaway! Beach is just a short walk, the cottage community is adorable and the hosts were timely with their communication! Will definitely book again! "
United States
Tjona S.
Steps to a private beach in a classic Cape cottage. Pet-friendly!

Quaint condo near private beach access with fireplace - close to dining

Dennis Port
9.0 out of 10, Wonderful, (61)
"Loved our stay in Dennis. The condo was so nice and so clean.. I would certainly consider next summer to revisit. "
United States
Rosemarie P.
The price is NZ$503
includes taxes & fees
17 Nov - 18 Nov
Quaint condo near private beach access with fireplace - close to dining

beachfront cottage at Chases Ocean Grove

Dennis Port
9.6 out of 10, Exceptional, (33)
"This was the perfect spot for our family get away. Plenty of room for myself, my husband, and son. The home was clean and a stones throw from the beach where you could sit out and hear the waves as you have your morning coffee. Will definitely be booking with them again next summer!"
United States
Domenique W.
beachfront cottage at Chases Ocean Grove

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham
8.2 out of 10, Very good, (71)
"Beautiful house great views of the river. Peaceful weekend away"
United States
Anthony G.
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Charming Waterview Victorian w/Cottages near beach, harbor & town

Wellfleet
9.8 out of 10, Exceptional, (53)
"The Moors was the perfect place for our family of 17 & 2 additional babysitters. We were celebrating a 4th July birthday, a 45th wedding anniversary, and the many summer memories of our grown children spent working as Truro & Wellfleet camp counselors, BJ’s & Beachcomber waitresses, and Wellfleet pond & ocean lifeguards. The owner was fantastic and quickly responded to all forms of communications and requests. The location was ideal for viewing the 4th July Wellfleet Parade, and every local...
United States
Kevin T.
Charming Waterview Victorian w/Cottages near beach, harbor & town

OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

Bass River
10.0 out of 10, Exceptional, (110)
"Fantastic location, right on the beach and convenient to restaurants and shops."
United States
Timothy M.
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

Walk To Beach - Comfortable 2BR Cottage

Dennis Port
9.6 out of 10, Exceptional, (35)
"My friend and I spent 3 nights here while we explored this area of Cape Cod and Martha’s Vineyard. Clean and had what we needed!"
United States
Jill B.
Walk To Beach - Comfortable 2BR Cottage
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$469 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?

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. 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 296 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.