Book Holiday Homes in Orleans

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Featured Holiday Homes in Orleans

Darling Cape Cottage - Steps from Downtown Harwich Port

Darling Cape Cottage - Steps from Downtown Harwich Port

Harwich
A stay at this vacation home places you in the heart of Harwich Port, within a 10-minute walk of Bank Street Beach and Cape Cod Beaches.
Darling Cape Cottage - Steps from Downtown Harwich Port
Sweet Pea Cottage - Previous 4.9 rating relisted!

Sweet Pea Cottage - Previous 4.9 rating relisted!

Yarmouth
The price is AU$463 per night from 23 Jan to 24 Jan
AU$463
includes taxes & fees
23 Jan - 24 Jan
With a stay at this vacation home in Yarmouth Port, you'll be within a 5-minute drive of Edward Gorey House and Long Pasture Wildlife Sanctuary.
Sweet Pea Cottage - Previous 4.9 rating relisted!
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

Yarmouth
Located in South Yarmouth, this vacation home is by the sea, within a 5-minute drive of Wilbur Park and Cape Cod Rail Trail.
Waterfront, Incredible Views and Private Dock!
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Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, within a 10-minute walk of Wiley Park Beach and Cape Cod Beaches.
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
East Orleans - walk to Nauset Beach

East Orleans - walk to Nauset Beach

Orleans
With a stay at this vacation home in Orleans (East Orleans), you'll be within a 15-minute walk of Cape Cod Beaches and Nauset Beach.
East Orleans - walk to Nauset Beach
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

2 out of 5
Brewster
The price is AU$1,159 per night from 24 Jan to 25 Jan
AU$1,159
includes taxes & fees
24 Jan - 25 Jan
With a stay at this vacation home in Brewster (West Brewster), you'll be within a 10-minute drive of Stony Brook Grist Mill and Museum and Cape Cod Museum of ...
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Welcoming dog-friendly 5-bedroom retreat just across from SeaView Beach!

Welcoming dog-friendly 5-bedroom retreat just across from SeaView Beach!

South Yarmouth
With a stay at this vacation home in South Yarmouth (Bass River), you'll be steps from Cape Cod Beaches and Thachers Beach.
Welcoming dog-friendly 5-bedroom retreat just across from SeaView Beach!
Sleeps 14 Home w/ Pool Great for Families!

Sleeps 14 Home w/ Pool Great for Families!

West Harwich
With a stay at this vacation home in Northwest Harwich, you'll be within a 5-minute drive of Cape Cod Theatre Company – Home of the Harwich Jr. Theatre and Cape ...
Sleeps 14 Home w/ Pool Great for Families!
Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

Eastham
Located in Eastham, this vacation home is by the sea, within a 5-minute drive of Cape Cod National Seashore and Arnold's Mini Golf.
Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches
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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.

Orleans Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Orleans vacation homes are the perfect way for you to wing it.

Holiday houses in Orleans let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Orleans in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Orleans adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Orleans with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Orleans vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Orleans Holiday Homes essential information

Accommodation
1971 Holiday Homes
Lowest Price
AU$193
Highest Price
AU$1,159
Popular accommodation
Darling Cape Cottage - Steps from Downtown Harwich Port, Sweet Pea Cottage - Previous 4.9 rating relisted!, Waterfront, Incredible Views and Private Dock!, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, East Orleans - walk to Nauset Beach, Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!, Welcoming dog-friendly 5-bedroom retreat just across from SeaView Beach!, Sleeps 14 Home w/ Pool Great for Families!, Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

Top trending hotels in Orleans

Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches

Orleans
A stay at this condo places you in the heart of Orleans, a 2-minute drive from Orleans Bowling Center and 5 minutes from Captain's Cove Golf Course.
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Nauset Beach Inn

Nauset Beach Inn

3 out of 5
237 Beach Road, Orleans, MA
The price is AU$415 per night from 4 Feb to 5 Feb
AU$415
includes taxes & fees
4 Feb - 5 Feb
With a stay at Nauset Beach Inn in Orleans (East Orleans), you'll be within a 5-minute walk of Cape Cod Beaches and Nauset Beach.
Nauset Beach Inn
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 6 Feb to 7 Feb
AU$193
includes taxes & fees
6 Feb - 7 Feb
A stay at Fairfield Inn & Suites by Marriott Cape Cod Hyannis places you in the heart of Hyannis, within a 5-minute drive of Cape Codder Water Park and Summer ...
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
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Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

3 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$290 per night from 2 Feb to 3 Feb
AU$290
includes taxes & fees
2 Feb - 3 Feb
With a stay at Margaritaville Resort Cape Cod in Hyannis, you'll be in a shopping district, just steps from Cape Codder Water Park and a 4-minute drive from ...
Margaritaville Resort Cape Cod
Don't see what you're looking for?
See all available properties in Orleans
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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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^Subject to availability and chosen travel dates.