
Orleans vacation rentals
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Top-rated vacation rentals in Orleans
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Orleans vacation rentals
Orleans cottage rentals

Distiller’s Cottage Nauset Beach East Orleans, MA
We loved our stay at Amy's cottage! It was exactly what we wanted, private and romantic and a perfect base to explore the Cape. If you appreciate the extra touches like real cotton sheets and a homey but tasteful atmosphere you will not be disappointed. Would highly recommend!

Compass Rose Cottage ★ Steps to Flax Pond & Trails
As soon as I walked into Carol’s place, I felt right at home. In fact, I was sad I couldn’t stay longer. Dennis is a great centrally located area on the Cape (next to many great restaurants and a supermarket). The cottage itself is in a quiet neighborhood right in front of Flax Pond (great for kayaking). It was well stocked with amenities and things to do I could just spend all day there. Carol was friendly and responsive. I would book at the Compass Rose Cottage again!

Cozy Ladybug Cottage Near Cape Cod Canal
Extremely clean and tidy - very comfortable for my wife and I for the week! Such a peaceful area, very quiet neighbors!

1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr
Susan greeted me on arrival. Showed me around the studio. Let me know if i needed anything they were nearby.I had a lovely time as the studio is tucked into a little wooded area and very private. A really nice setup inside. I had everything i needed !!

Hillside Cottage
We stayed at the Hillside Cottage for 6 nights—our third year there. The location is perfect, the cottage is beautifully appointed, and it is always immaculately clean. Jeff, the host, is great with communication and easily available if there are any questions. We hated to leave and are already looking forward to returning next year!

Cozy Cottage - Steps to Craigville Beach
What a great find! Very clean and comfy. Great deck in back. We enjoyed our morning coffee w/the peaceful view and sea birds. Wonderful host. 5 stars is not enough. Also, very accessible to Uber. Perfect weekend!

Charming Cottage-1/2 mile walk2beach-Dog Friendly
I would highly recommend renting from Bonnie and Dale. Bonnie was very responsive and helpful throughout the entire stay. Her house was beautiful and clean, close to the beach and she had the kitchen stocked with things you might have forgotten to bring. The bed was very comfortable. She had sent us a list of places to go such as beaches and restaurants which was also very helpful. We tried out two restaurants she had suggested and they were amazing. We will definitely come back.

Daisy of Days Cottages - Cottage on the beach
We had another excellent weekend at Daisy! Thanks to Sherry for sharing her beautiful home in the most idyllic spot in the world. Everything at Daisy is as described and the location cannot be beat. Sherry provides excellent accommodations to allow guests to truly get the most out of their stay. Thank you for a wonderful, restful, beautiful weekend!!
Other great vacation rentals in Orleans

Great Cottage - Walk to the Beach! (97)
We had a great time at this cottage. The location is perfect with a two minute walk to the beach and great restaurants at both ends of the street. Close to lots of fun family stuff to do. Just enough space for our four-person family!

Ideal Vacation Home On Dennis Highlands
This place was everything we could’ve wanted for a week at the Cape. It’s in one of the best areas we have ever stayed on Cape Cod. We loved how they have the house decorated it was perfect. We had PLENTY of room for my wife, our two kids and me to relax when we were spent from activities. The yard was huge and there was wildlife all around. Nice and private location but 5-10 minute drive to get to anything you want. They were super accommodating to our last minute schedule shift and very responsive and give spot on recommendations on some things to check out. We would hands down stay again.

25 Menemsha Rd., Popponesset, pond & beach views
We absolutely enjoyed our stayed. It's beautiful from the pictures online, but when you walk in it has a feel of being at a getaway even better than expected. The view is gorgeous and the home is very well kept and decorated. A big bonus for us was the spacious outdoor hottub. I would definitely feel comfortable booking with them again!

Escape to the Cape
Ananta was very communicative and proactively helpful. Her residence was very accommodating for a family of 6 plus a cat. We all really enjoyed our stay. P.S. Thank you for the welcome snacks and the plant!

Jaws House - Great Harbors
We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!

5 Bedroom, Central Air, Close to Beaches and MORE!
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.

NEW! 2 Houses, Main House plus Guest House
We stayed here with a large group of friends including toddlers and babies for a friend’s wedding. We loved the space, especially sitting out on the deck together, having two separate spaces so some friends could stay up chatting while the kids slept in the other house was excellent. We would highly recommend this house for a fun and relaxing group trip!

New design|7min Walk to Beach|Lg Back Yard|Deck
We had a great stay here. Nothing to complain about, everything met expectations or above, would stay again! Darryl is a great host, very responsive and accommodating .
Quick stats about vacation rentals in Orleans
Total rentals
410 properties
Total number of reviews
9.1K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Orleans?
Make yourself at home in Orleans by choosing from our most frequently booked neighborhoods. We have over 770 vacation rentals in East Orleans, and over 330 vacation rentals in South Orleans.
What types of vacation rentals are available in Orleans?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Orleans. From over 30 cottage rentals to over 320 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Orleans?
Yes! Work meets play with ease at over 160 vacation rentals in Orleans featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Orleans?
Four-legged friends are welcome in Orleans. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there Orleans vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Orleans, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in cottage rentals in Orleans?
Experience the best of Orleans with our cottage rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Orleans have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Orleans have self check-in?
Absolutely! We offer over 10 cottage rentals with self check-in in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Orleans have wifi?
Absolutely! We offer over 30 cottage rentals with wifi in Orleans. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orleans have a gym?
Absolutely! We offer over 10 house rentals with a gym in Orleans. Enjoy a tailored experience with all the comforts you desire.
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Lighthouse Beach
- Onset Beach
- Scusset Beach
- Corn Hill Beach
- Nickerson State Park
- Brant Beach
- Oyster Harbors Beach
- South Cape Beach
- Kalmus Park Beach
- Barlows Landing Beach
- Grey's Beach
- Surfside Beach
- Pilgrim Beach
- White Horse Beach
- Madequecham Beach
- Forest Beach
- Ridgevale Beach
- Inman Road Beach
- Cahoon Hollow Beach
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