Orleans vacation rentals

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Popular amenities for Orleans vacation rentals

Stay near Orleans's top sights

Skaket Beach56 locals recommend
Nauset Beach153 locals recommend
Nickerson State Park115 locals recommend
Wequassett Resort and Golf Club59 locals recommend
Land Ho85 locals recommend
Hot Chocolate Sparrow58 locals recommend

Orleans cottage rentals

Top guest favorite
Cottage in East Orleans
4.96 out of 5 average rating, 126 reviews

Distiller’s Cottage Nauset Beach East Orleans, MA

EmilyRating, 5 stars5 months ago
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!
Top guest favorite
Cottage in Dennis
4.94 out of 5 average rating, 113 reviews

Compass Rose Cottage ★ Steps to Flax Pond & Trails

AliceRating, 5 stars2 days ago
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!
Top guest favorite
Cottage in Plymouth
4.95 out of 5 average rating, 103 reviews

Cozy Ladybug Cottage Near Cape Cod Canal

StephenRating, 5 stars3 weeks ago
Extremely clean and tidy - very comfortable for my wife and I for the week! Such a peaceful area, very quiet neighbors!
Guest favorite
Cottage in Wellfleet
4.93 out of 5 average rating, 136 reviews

1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr

DermotRating, 5 stars7 months ago
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 !!
Guest favorite
Cottage in Wellfleet
4.94 out of 5 average rating, 270 reviews

Hillside Cottage

JoanneRating, 5 stars5 months ago
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!
Guest favorite
Cottage in Barnstable
4.88 out of 5 average rating, 109 reviews

Cozy Cottage - Steps to Craigville Beach

ElyseRating, 5 stars6 months ago
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!
Top guest favorite
Cottage in Yarmouth
4.97 out of 5 average rating, 109 reviews

Charming Cottage-1/2 mile walk2beach-Dog Friendly

TheresaRating, 5 stars6 months ago
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.
Guest favorite
Cottage in North Truro
4.96 out of 5 average rating, 126 reviews

Daisy of Days Cottages - Cottage on the beach

ReneeRating, 5 stars5 months ago
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

Superhost
Cottage in Dennis Port
4.7 out of 5 average rating, 56 reviews

Great Cottage - Walk to the Beach! (97)

GriffinRating, 5 stars8 months ago
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!
Superhost
Home in East Dennis
4.83 out of 5 average rating, 6 reviews

Ideal Vacation Home On Dennis Highlands

DanielRating, 5 stars7 months ago
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.
Superhost
Home in New Seabury
4.94 out of 5 average rating, 18 reviews

25 Menemsha Rd., Popponesset, pond & beach views

LisaRating, 5 stars4 months ago
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!
Superhost
Home in Falmouth
4.84 out of 5 average rating, 49 reviews

Escape to the Cape

RodionRating, 5 stars7 months ago
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!
Superhost
Home in East Falmouth
4.92 out of 5 average rating, 13 reviews

Jaws House - Great Harbors

MollyroseRating, 5 stars5 months ago
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!
Superhost
Home in Teaticket
4.8 out of 5 average rating, 25 reviews

5 Bedroom, Central Air, Close to Beaches and MORE!

CarolRating, 5 stars8 months ago
It is a nice house for a large family. We had between 8-12 there at any points. Close to beaches.
Superhost
Home in Falmouth
4.75 out of 5 average rating, 4 reviews

NEW! 2 Houses, Main House plus Guest House

CassandraRating, 5 stars7 months ago
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!
Superhost
Home in Plymouth
4.98 out of 5 average rating, 54 reviews

New design|7min Walk to Beach|Lg Back Yard|Deck

KristenRating, 5 stars3 days ago
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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