Book Holiday Homes in Orleans

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Featured Holiday Homes in Orleans

3 Mi to Beach: Historic Farmhouse on Cape Cod!

3 Mi to Beach: Historic Farmhouse on Cape Cod!

South Dennis
Stay at this vacation home in South Dennis. Enjoy a garden, laundry facilities, and patios. Popular attractions Mayflower Beach and Jericho House and Barn Museum ...
3 Mi to Beach: Historic Farmhouse on Cape Cod!
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
The price is NZ$631 per night from 14 Aug to 15 Aug
NZ$631
14 Aug - 15 Aug
includes taxes & fees
Stay at this vacation home in Dennis Port. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Cape Cod Inflatable Park and Cape Cod Theatre ...
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

Chatham
Stay at this vacation home in Chatham. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chatham Drama Guild and Monomoy Theatre are located ...
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
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Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod

Barnstable
The price is NZ$1,327 per night from 3 Sept to 4 Sept
NZ$1,327
3 Sept - 4 Sept
includes taxes & fees
Stay at this vacation home in Hyannis. Enjoy free WiFi and air conditioning. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.
Hyannis Hideaway in Cape Cod
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby

Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby

Dennis Port
Stay at this vacation home in Dennis Port. Enjoy a garden, laundry facilities, and patios. Popular attractions Mayflower Beach and Cape Cod Rail Trail are located ...
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

Brewster
Stay at this vacation home in Brewster. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ocean Edge Golf Club and Rail Trail Bike Shop ...
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA

CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA

Barnstable
Stay at this vacation home in Centerville. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions Cape Codder Water Park and Hyannis Harbor ...
CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!

Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!

Truro
Stay at this vacation home in Truro. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!
Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views

Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views

2 out of 5
Yarmouth
Stay at this vacation home in South Yarmouth. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor ...
Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views
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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
2728 Holiday Homes
Lowest Price
NZ$171
Highest Price
NZ$1,327
Popular accommodation
3 Mi to Beach: Historic Farmhouse on Cape Cod!, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants, Hyannis Hideaway in Cape Cod, Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby, Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!, CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA, Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!, Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views

Top trending hotels in Orleans

Olde Tavern Motel And Inn

Olde Tavern Motel And Inn

2.5 out of 5
151 Cranberry Hwy, Orleans, MA
The price is NZ$274 per night from 1 Sept to 2 Sept
NZ$274
1 Sept - 2 Sept
includes taxes & fees
Stay at this motel in Orleans. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Olde Tavern Motel And Inn
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is NZ$171 per night from 4 Sept to 5 Sept
NZ$171
4 Sept - 5 Sept
includes taxes & fees
Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Hyannis Harbor and Cape Codder ...
Hyannis Plaza Hotel
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
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
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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 NZ$451 per night from 24 Aug to 25 Aug
NZ$451
24 Aug - 25 Aug
includes taxes & fees
Stay at this 4-star spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
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.

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