Orleans Vacation Rentals

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Vacation Rentals in Orleans

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

East Orleans
10.0 out of 10, Exceptional, (63)
"This was my family's second year in a row staying in the house and I highly recommend it. Plenty of space and well -appointed for any occasion. "
United States
Rob T.
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

South Orleans
10.0 out of 10, Exceptional, (73)
"Great spot"
United States
Eugene P.
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Stylish Orleans home with spacious deck - near bay & ocean beach

Orleans
8.4 out of 10, Very Good, (40)
"House was clean and felt just like home. Comfy furniture. Would stay here again."
United States
scott w.
Stylish Orleans home with spacious deck - near bay & ocean beach

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Orleans
10.0 out of 10, Exceptional, (14)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
$2,714 nightly
The price is $3,106
Dec 6 - Dec 7
Total with taxes and fees
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Holly Tree Resort

3.0 star property
West Yarmouth
9.0 out of 10, Wonderful, (374)
"Best place in massachusetts "
United States
Michael
Holly Tree Resort

Edgewater Beach Resort, a VRI resort

3.5 star property
Dennis Port
8.8 out of 10, Excellent, (294)
"Room was clean and the staff was great"
United States
Linda
Edgewater Beach Resort, a VRI resort

Brewster Green Resort

3.5 star property
Brewster
9.4 out of 10, Exceptional, (119)
"Super clean and a really large space! "
United States
Linda
$159 nightly
The price is $182
Dec 6 - Dec 7
Total with taxes and fees
Brewster Green Resort

Riverview Resort

3.0 star property
Bass River
9.2 out of 10, Wonderful, (171)
"Check in and check out flexibility- thank you!"
United States
Christine
Riverview Resort

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Eastham
10.0 out of 10, Exceptional, (27)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
United States
Kristin
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

The Cove at Yarmouth by VRI Americas

3.5 star property
West Yarmouth
9.2 out of 10, Wonderful, (328)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas

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

Dennis
10.0 out of 10, Exceptional, (176)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
$273 nightly
The price is $313
Dec 6 - Dec 7
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Eastham
10.0 out of 10, Exceptional, (224)
"Always a great place to stay!!!!"
United States
Christine J.
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham
10.0 out of 10, Exceptional, (39)
"Gorgeous well stocked home accommodated our large family in style!! Plenty of Beach & Pool towels, beach chairs, and kitchen appliances for all of our meals! Loved the house and Chatham! Walkable to beach, restaurants and shops. So Fun!"
United States
Kim K.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Steps to the Ocean! Perfect Location!!!

Barnstable
10.0 out of 10, Exceptional, (235)
"I absolutely loved my stay at this charming cottage in Hyannis! The place was cozy, spotless, and beautifully maintained. A perfect mix of comfort and Cape Cod charm. The location was great, close to the beach and local shops, yet quiet enough to relax and unwind."
United States
Maria
Steps to the Ocean! Perfect Location!!!

Ocean Views From Every Room, Beach 30 Seconds Away!

West Hyannisport
10.0 out of 10, Exceptional, (112)
"The house was perfect for our family gathering. We did not lack for anything. The owners were very responsive. The view is fantastic and we enjoyed the beach. "
United States
Anthony F.
Ocean Views From Every Room, Beach 30 Seconds Away!

beachfront cottage at Chases Ocean Grove

Dennis Port
9.6 out of 10, Exceptional, (33)
"Great location and friendly beach neighborhood "
Canada
Jeremy H.
beachfront cottage at Chases Ocean Grove

Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]

Dennis
9.8 out of 10, Exceptional, (114)
"Nice location, right on the water. Owner was very accommodating. Plenty of rest and relaxation on the beach"
United States
Timothy C.
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]

New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

Barnstable
10.0 out of 10, Exceptional, (151)
"Great house - extra clean and great location"
United States
Matt S.
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

Unique oceanfront windmill with breathtaking views of Nantucket Sound.

West Hyannisport
10.0 out of 10, Exceptional, (92)
"Had an amazing stay—such an amazing location and beautiful property! Deborah was also extremely responsive the entire stay, quickly answering any questions that I had and giving great recommendations of good restaurants/things to do in the area!"
United States
Danyon H.
Unique oceanfront windmill with breathtaking views of Nantucket Sound.

Charming Cape Escape: Steps to the Beach, Large Deck, 2 Bikes & Outdoor Shower!

Dennis Port
10.0 out of 10, Exceptional, (108)
"Our stay was absolutely perfect! The cottage is so cute, the bed was super comfy, the location was ideal, the kitchen had everything we could possibly need.We loved our time at Beach Camp and hope to stay there again!"
United States
Melissa B.
Charming Cape Escape: Steps to the Beach, Large Deck, 2 Bikes & Outdoor Shower!
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

Everything you need to know about Orleans vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orleans vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orleans vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orleans vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orleans. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orleans in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $182 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orleans rentals

At Expedia, we put the best Orleans vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Orleans rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orleans vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orleans. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 292 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.