
Orleans vacation rentals
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Top-rated vacation rentals in Orleans
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Orleans cottage rentals

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
Beautifully decorated and appointed cottage, with a cozy peaceful vibe and a view of a tranquil pond! Adorable, quiet neighbourhood! Victoria was a wonderful, helpful and responsive host. I definitely recommend this place…I had a great time. Thank you!

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Monica's place was perfect for what we needed! The place was nice and clean and it was a huge bonus to have an in unit laundry as well. Location was great and was an easy drive to Hyannis where we ferried to Nantucket for a day. She was communicative throughout the check in process and it was very easy! Would definitely stay again for future trips out to Cape Cod!

Hillside Cottage
Jeff's cottage is beautiful! The location is right off the main road, so it was easy to find and it was close to the rail trail and a beach. The cottage itself was spacious and homey. Loved that there were puzzles, cards, and other "at home" activities for rainy days. It felt very private, even with Jeff's family and other guests on the same property. Jeff and his wife were so kind, responsive to our messages, and willing to help with anything we needed. All in all we loved this place. Between the location and the cottage itself, we were very happy. We would definitely stay here again, and even have friends stay with us, as there was plenty of space! Thank you again!!

Local Beach+ Fireplace + Hot Tub Under the *Stars*
A wonderful place to relax, soak in the hot tub, and enjoy the nearby beaches and amenities.

WOW VIEW! Waterfront w/ Private Beach, King Bed!
Fantastic few days spent relaxing by the lake. Views were beautiful and the home is exactly as shown in the photos. Everything from start to finish was just right. Will definitely stay here again in the future.
Cape Cod Classic Cottage Near Forest Beach
Very responsive and friendly host. Place was clean and exactly what we needed. Thank you!

Cape Cod Cottage 3/4 Mile from the Beach
It was a beautiful cottage in a peaceful neighborhood. The cottage had everything we needed for a quick weekend getaway, and the pictures didn't do it justice. My partner and I enjoyed our stay. Due to the weather, we didn't get to explore as much as we wanted, and we were only in town for a wedding. The host is very friendly and responsive. We would absolutely stay here again.

Cozy Coastal Cottage With Sprawling Sea Views
We so loved our stay at your beautiful cottage! You leave no doubt as to how much you want your guests to feel welcomed, comfortable and at home. Communication is surely one of your strengths and we appreciated the helpful information before our arrival, your prompt responses when we checked in and your kindness at check out. For those considering this cottage for a stay.... don't hesitate for a second because you'll be missing out! This property is SPOTLESS. It is beautifully furnished and updated, with thoughtful ammenities we've not seen in other places we've rented. It's charming, quaint, bright and quintessential New England. Thank you, Deena, for making our stay not just a weekend away, but a lifetime memory we'll forever cherish. ❤️
Other great vacation rentals in Orleans

Hobbit Cottage with Marsh View
The Hobbit Cottage was lovely and had everything we needed. A lovely sunroom looked out on the marsh and was great for morning coffee. There was ample space for two of us. Everything was easy to find. Brenda was available for any questions we had. We would go back again in a heartbeat.

Cozy Cape Cabin
We booked Ellen’s place mainly for its proximity to the rail trail and reasonable price and it far exceeded our expectations. Parking was easy in the designated spot and the cottage was clearly marked. Self-check-in was easy with the provided code (use the newer lock box on the door, not the old one on the side of the house). They were installing sidewalks on the busy road during our stay, but it took less than a minute to bike to the trail on the main road, or you could walk a quarter mile down the side street across the road and there’s a dirt path onto the trail from there. Ellen provides a whole book of suggestions for places within walking distance, with walking directions to Cobie’s clam shack and Linell Landing beach. It’s so easy to bike everywhere from Yarmouth to Wellfleet and even to the National Seashore beaches. The place is truly a tiny home, but it has everything you need - comfy bed, great shower, Roku TV, and coin-op laundry across the lawn. We’d definitely book again!

Classic Cape Cod Cottage
It’s a really cute Cape Cod cottage near the beach and one of the Cape Cod National Seashore’s visitors’ centers with hiking and biking trails. It’s also centrally located, making it easy to reach other sites up and down the Cape. It’s tucked in a beautiful, wooded area where you have your privacy but don’t feel too far from anything. I really enjoyed the outside amenities as well from the outdoor shower to the hammock to the Adirondack chairs and picnic table.

Cozy Cottage
We loved our weekend in Betty’s cottage! Looks exactly like the pictures, was a great price, and in a very central area of Cape Cod so we were able to explore all weekend. Betty was incredibly responsive and willing to answer any questions we had. I would definitely recommend to anyone looking to stay in the area to book this cottage! Thanks again Betty!

Newly remodeled cottage with path to beach
The cottage is beautiful, extremely comfortable and well equipped. The surroundings are peaceful and the location is conveniently at walking distance from the beach. We loved our stay there and spent an amazing week.

Cape Cottage w/ Deck+Outdoor Shower+Close to Beach
Thank you for an amazing stay in Orleans. The property was exactly as described and close to some of the best beaches in all of cape cod. It was clean and the kitchen was well stocked. The beds were comfortable and the decor was cape cod perfect. Thanks again ! We can’t wait to be back

Cozy Condo/Cottage on Cove, Walk to Town
The cozy cottage is a delightful and comfortable spot for two 💕We enjoyed our morning ritual of drinking coffee while watching the sunrise over the cove. We also liked the convenience of being able to walk and explore the area from our stay. Nearby is an unusual small museum with an interesting story to tell (French Cable Museum) , delicious ice cream and a good fish market/restaurant . Easy on and off to other parts of the Cape. Kayak launches and beaches nearby. You won’t be disappointed!

Spacious Guest Suite Close to Town
This is a wonderful spot. Quiet and nice. Very walkable to the trail leading to lots of great local restaurants and the artist village. Also walkable to Skaket Beach though that’s maybe a mile or so. This was our third stay and we’ll definitely be back!
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
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.
Where should I stay in Orleans?
Make yourself at home in Orleans by choosing from our most frequently booked neighborhoods. We have over 330 vacation rentals in South Orleans, and over 770 vacation rentals in East Orleans.
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.
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.
Are there Orleans bed and breakfast rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 bed and breakfast rentals with pools in Orleans, available on Airbnb. Make a splash and soak up the sun in style!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Sagamore Beach
- Sandwich Glass Museum
- Owen Park Beach
- Coast Guard Beach
- Onset Beach
- Inman Road Beach
- Nickerson State Park
- Oyster Harbors Beach
- Pinehills Golf Club
- Scusset Beach
- Cahoon Hollow Beach
- Kalmus Park Beach
- White Horse Beach
- Peggotty Beach
- Cape Cod National Seashore
- Forest Beach
- Linnell Landing Beach
- Ridgevale Beach