Book Holiday Homes in Orleans

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Featured Holiday Homes in Orleans

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

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

2 out of 5
Brewster
The price is NZ$1,224 per night from 1 Dec to 2 Dec
NZ$1,224
includes taxes & fees
1 Dec - 2 Dec
Stay at this vacation home in Brewster. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Sheep Pond and Cape Cod Museum of Natural ...
Coastal Cape Cod 3 bedroom home close to the beach, bike path and ponds!
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
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and balconies or patios. Popular attractions Cape Cod Theatre Company – Home of the ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Cozy Cape home with outdoor shower and deck - minutes to beach

Cozy Cape home with outdoor shower and deck - minutes to beach

Barnstable
Book a stay at this family-friendly vacation home in Hyannis. Enjoy a water park, a garden, and patios. Popular attractions Hyannis Harbor and Cape Cod Melody ...
Cozy Cape home with outdoor shower and deck - minutes to beach
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Heart of Brewster .5 Miles to Beach!

Heart of Brewster .5 Miles to Beach!

Brewster
Stay at this vacation home in Brewster. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Brewster Ladies' Library ...
Heart of Brewster .5 Miles to Beach!
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
Book a stay at this beach vacation home in South Yarmouth. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hyannis Harbor and Cultural ...
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

West Yarmouth
Stay at this vacation home in West Yarmouth. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Hyannis Harbor and Englewood Beach are located ...
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill

Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill

Yarmouth
Stay at this vacation home in West Yarmouth. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Hyannis Harbor and Englewood Beach are located ...
Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town

✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town

Hyannis
Book a stay at this beach vacation home in Hyannis. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hyannis Harbor and Keyes Memorial ...
✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B

Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B

Brewster
Stay at this vacation home in Brewster. Enjoy private pools, a pool table, and patios. Popular attractions Cape Cod Museum of Natural History and Paine's Creek ...
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B
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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
2237 Holiday Homes
Lowest Price
NZ$134
Highest Price
NZ$1,224
Popular accommodation
Coastal Cape Cod 3 bedroom home close to the beach, bike path and ponds!, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Cozy Cape home with outdoor shower and deck - minutes to beach, Heart of Brewster .5 Miles to Beach!, WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio , Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach, Pristine bungalow with amazing walkable location - fast WiFi, firepit, & grill, ✸Private Sandy Beach✸ Nantucket Sound-2 Min Walk! Kayak & SUP, Near Harbor &Town, Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 419-B

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
Book a stay at this beach condo in Orleans. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Orleans Bowling Center and Jonathan Young Windmill ...
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 NZ$414 per night from 24 Nov to 25 Nov
NZ$414
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star beach hotel in Orleans. Enjoy free parking, a beach locale, and daily housekeeping. Popular attractions Nauset Inlet and Jonathan Young Windmill ...
Nauset Beach Inn
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is NZ$134 per night from 23 Nov to 24 Nov
NZ$134
includes taxes & fees
23 Nov - 24 Nov
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
Cape Sands Inn
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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 NZ$156 per night from 8 Dec to 9 Dec
NZ$156
includes taxes & fees
8 Dec - 9 Dec
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Bayside Resort Hotel
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.