Orleans Holiday Rentals

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Our top choices for Orleans holiday rentals

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (10 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is HK$1,725
HK$4,772 total
includes taxes & fees
16 Jun - 17 Jun
Captain's Quarters by Nauset Beach

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 HK$15,673
HK$26,628 total
includes taxes & fees
24 Jun - 25 Jun
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
6 Mi to Beach: Home w/ Deck in Brewster!

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
Great for Families! Brewster Home 6 Mi to Beach

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is HK$823
HK$3,797 total
includes taxes & fees
16 Jun - 17 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

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, (52 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is HK$1,403
HK$5,326 total
includes taxes & fees
16 Jun - 17 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (114 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is HK$1,232
HK$2,809 total
includes taxes & fees
25 Jun - 26 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

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

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (65 reviews)
"Great location and very nice apartment"
United States
Phil M.
The price is HK$870
HK$3,646 total
includes taxes & fees
23 Jun - 24 Jun
Quaint condo near private beach access with fireplace - close to dining

The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is HK$1,656
HK$3,761 total
includes taxes & fees
12 Jun - 13 Jun
The Breeze on Minister's Pond

Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
Dennisport
10.0 out of 10, Exceptional, (28 reviews)
"We had a wonderful time and great weather!!!"
United States
Peter C.
The price is HK$2,351
HK$5,292 total
includes taxes & fees
5 Jul - 6 Jul
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach

🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (9 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
The price is HK$1,373
HK$3,329 total
includes taxes & fees
22 Jun - 23 Jun
🌊The Ocean Cottage on Thumpertown Beach

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
10.0 out of 10, Exceptional, (4 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
The price is HK$1,184
HK$3,122 total
includes taxes & fees
15 Jun - 16 Jun
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

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, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is HK$1,560
HK$4,452 total
includes taxes & fees
16 Jun - 17 Jun
Cozy Large Home in Harwich with Patio near Wequassett Resort

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (99 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is HK$1,763
HK$3,570 total
includes taxes & fees
17 Jun - 18 Jun
Eastham, Cape Cod - Town Cove Waterfront

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!
Dennis
8.6 out of 10, Excellent, (16 reviews)
"Room was as advertised, very close to the beach."
United States
Glen C.
The price is HK$2,547
HK$3,247 total
includes taxes & fees
1 Jul - 2 Jul
Cape Cod Oceanside Condo across from beach! Combine World Cup + Beach Holiday!

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (14 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is HK$1,375
HK$1,780 total
includes taxes & fees
14 Jun - 15 Jun
Cape Cod's "Beach Rose"

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 HK$1,536
HK$5,134 total
includes taxes & fees
16 Jun - 17 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Harbor Hideaway Unit- #6

Harbor Hideaway Unit- #6
Harwich
9.6 out of 10, Exceptional, (19 reviews)
"Just as advertised — tucked away in a small neighborhood in Harwich. Easily accessible to great restaurants and beaches. Would book again in a heartbeat"
United States
Colin H.
The price is HK$1,058
HK$1,857 total
includes taxes & fees
17 Jun - 18 Jun
Harbor Hideaway Unit- #6

The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (16 reviews)
"It was perfect for what I needed, hosts were helpful and accommodating. I would definitely stay here again!"
United States
Julienne
The price is HK$1,375
HK$2,265 total
includes taxes & fees
17 Jun - 18 Jun
The Captain's Quarters Suite Unit - 10
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

Search for holiday rentals in Orleans on Expedia! You can easily find your home rentals, villas, holiday apartments in Orleans using one of the methods below:

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Look no further and take a look at our great range of rental properties in Orleans!

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?

Eazy Breezy Beach Home: This holiday home rental outside of Orleans offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Orleans?

Choose from 282 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. Cape Cod Beaches and Skaket 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.