Orleans Vacation Rentals

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Our top choices for Orleans vacation rentals

Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is CA $479
CA $1,335 total
includes taxes & fees
Feb 9 - Feb 10
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

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 CA $2,462
CA $4,259 total
includes taxes & fees
Feb 13 - Feb 14
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

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 CA $122
CA $653 total
includes taxes & fees
Feb 9 - Feb 10
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is CA $181
CA $810 total
includes taxes & fees
Feb 9 - Feb 10
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (50 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is CA $135
CA $263 total
includes taxes & fees
Feb 9 - Feb 10
The Nantucket Room Unit - #2

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (124 reviews)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
The price is CA $204
CA $233 total
includes taxes & fees
Feb 9 - Feb 10
Brewster Green Resort

Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed

Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed
Yarmouth
10.0 out of 10, Exceptional, (3 reviews)
"My wife and I stayed here four days. This house is centrally located and in a good, safe neighborhood. It was clean and had all supplies needed such as towels, dish soap, laundry soap, paper towels etc.Would stay here again. "
United States
Todd M.
The price is CA $149
CA $755 total
includes taxes & fees
Feb 9 - Feb 10
Quaint Cape Cod Home! A/C! Firepit! Dogs Allowed

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23 reviews)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is CA $207
CA $581 total
includes taxes & fees
Feb 18 - Feb 19
🦀Waterfront at The Velvet Crab~Amazing Sunsets

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, (63 reviews)
"Very nice location and the unit was clean and comfortable. "
United States
Jeanne M.
The price is CA $82
CA $516 total
includes taxes & fees
Feb 9 - Feb 10
Quaint condo near private beach access with fireplace - close to dining

The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (251 reviews)
"Was unaware that pool facilities were closed for 2 weeks of maintenance which was primary purpose of stay"
United States
Edward
The price is CA $147
CA $169 total
includes taxes & fees
Feb 8 - Feb 9
The Cove at Yarmouth by Westgate Resorts

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

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is CA $174
CA $943 total
includes taxes & fees
Feb 9 - Feb 10
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
The price is CA $210
CA $673 total
includes taxes & fees
Feb 9 - Feb 10
National Seashore/Updated/Game Room~Blue Pearl

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is CA $238
CA $667 total
includes taxes & fees
Feb 9 - Feb 10
Sand Bar-Dog Friendly on Cooks Brook Beach

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is CA $205
CA $615 total
includes taxes & fees
Feb 9 - Feb 10
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Harwich - Brewster Border
10.0 out of 10, Exceptional, (6 reviews)
"Lovely property with attentive hosts "
United States
marian t.
The price is CA $886
CA $1,653 total
includes taxes & fees
Feb 9 - Feb 10
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is CA $176
CA $447 total
includes taxes & fees
Feb 9 - Feb 10
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is CA $262
CA $906 total
includes taxes & fees
Feb 18 - Feb 19
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is CA $204
CA $671 total
includes taxes & fees
Feb 17 - Feb 18
Lovely House 5 Min to Beach with Deck, Grill, Garage

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
8.0 out of 10, Very good, (5 reviews)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is CA $172
CA $311 total
includes taxes & fees
Feb 9 - Feb 10
Eazy Breezy Beach Home

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is CA $213
CA $698 total
includes taxes & fees
Feb 10 - Feb 11
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Orleans. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, we offer vacation rentals in Orleans near Orleans Bowling Center, or you can choose a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Orleans?

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach: This highly rated vacation home rental in Orleans is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Orleans?

Choose from 287 Expedia vacation rentals in Orleans for a memorable vacation.

What’s there to see and do in Orleans?

Orleans Bowling Center and Cape Escape Adventure Golf are a couple of family-friendly sights, whereas cultural attractions include French Cable Station Museum and Academy Playhouse. Rock Harbor Beach and Skaket Beach are other places to visit while you're in town.

What are vacation rentals like in Orleans?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Orleans. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.