Book Holiday Homes in Orleans

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Featured Holiday Homes in Orleans

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
The price is AU$716 per night from 16 Apr to 17 Apr
AU$716
includes taxes & fees
16 Apr - 17 Apr
With a stay at this vacation home in Chatham, you'll be by the sea, within a 5-minute drive of Cape Cod Beaches and Hardings Beach.
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

Yarmouth
Located in South Yarmouth (Bass River), this vacation home is within a 10-minute drive of Cape Cod Beaches and Hyannis Harbor.
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
The price is AU$893 per night from 6 Apr to 7 Apr
AU$893
includes taxes & fees
6 Apr - 7 Apr
When you stay at this vacation home in Eastham, you'll be on the beach, a 1-minute drive from Cape Cod Beaches and 6 minutes from Cape Cod National ...
Sand Bar-Dog Friendly on Cooks Brook Beach
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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 5-minute drive of Cape Cod Beaches and Cape Cod National Seashore.
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

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

west yarmouth, Cape Cod
With a stay at this vacation home in South Yarmouth (Bass River), you'll be a 1-minute drive from Cape Cod Beaches and 8 minutes from Hyannis Harbor.
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Secluded home with firepit, & scenic yard - near Nauset Beach & shops

Secluded home with firepit, & scenic yard - near Nauset Beach & shops

Eastham
When you stay at this vacation home in Eastham, you'll be by the sea, a 4-minute drive from Cape Cod National Seashore and 8 minutes from Cape Cod Beaches.
Secluded home with firepit, & scenic yard - near Nauset Beach & shops
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Dennis
When you stay at this vacation home in Dennis Port, you'll be by the sea, a 2-minute drive from Cape Cod Beaches and 5 minutes from West Dennis Beach.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Waterfront, Incredible Views and Private Dock!

Waterfront, Incredible Views and Private Dock!

Yarmouth
When you stay at this vacation home in South Yarmouth, you'll be by the sea, within a 10-minute drive of Cape Cod Beaches and West Dennis Beach.
Waterfront, Incredible Views and Private Dock!
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham
With a stay at this vacation home, you'll be centrally located in Chatham, within a 5-minute drive of Cape Cod Beaches and Chatham Shark Center.
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
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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
2498 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$893
Popular accommodation
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK, WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio , Sand Bar-Dog Friendly on Cooks Brook Beach, Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach, OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR, Secluded home with firepit, & scenic yard - near Nauset Beach & shops, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Waterfront, Incredible Views and Private Dock!, Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Top trending hotels in Orleans

Skaket Beach Motel

Skaket Beach Motel

2 out of 5
203 Cranberry Hwy, Orleans, MA
The price is AU$182 per night from 14 Apr to 15 Apr
AU$182
includes taxes & fees
14 Apr - 15 Apr
With a stay at Skaket Beach Motel in Orleans, you'll be a 5-minute drive from Cape Cod Beaches and 8 minutes from Cape Cod National Seashore.
Skaket Beach Motel
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is AU$344 per night from 6 Apr to 7 Apr
AU$344
includes taxes & fees
6 Apr - 7 Apr
When you stay at Margaritaville Resort Cape Cod in Hyannis, you'll be in a shopping district, a 4-minute drive from Cape Cod Melody Tent and 5 minutes from Hyannis ...
Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 6 Apr to 7 Apr
AU$238
includes taxes & fees
6 Apr - 7 Apr
When you stay at Bayside Resort Hotel in West Yarmouth, you'll be near the bay, within a 5-minute drive of Cape Cod Beaches and Hyannis Harbor.
Bayside Resort Hotel
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Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

2.5 out of 5
99 Main Street, Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 9 Apr to 10 Apr
AU$231
includes taxes & fees
9 Apr - 10 Apr
When you stay at Hampton Inn & Suites Cape Cod-West Yarmouth in West Yarmouth, you'll be near the bay, within a 5-minute drive of Cape Cod Beaches and Hyannis ...
Hampton Inn & Suites Cape Cod-West Yarmouth
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.