Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Orleans cottages

A metal showerhead attached to a house's exterior wall, with water flowing down a blue gutter.

1. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Cape Cod cottage close to the beach."
United States
Bill B.
$491 nightly
The price is $562
Oct 4 - Oct 5
Total with taxes and fees
Captain's Quarters by Nauset Beach
A wooden deck with white railings, wicker chairs, and a blue umbrella.

2. On Town Cove with salt water access! Kayaks and paddle board available for use!

On Town Cove with salt water access! Kayaks and paddle board available for use!
Eastham
9.8 out of 10, Exceptional, (66 reviews)
"Clean, great location. "
United States
Peter G.
$387 nightly
The price is $443
Oct 19 - Oct 20
Total with taxes and fees
On Town Cove with salt water access! Kayaks and paddle board available for use!
A two-story house with a front porch, a small attached garage, and a gravel driveway.

3. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"We absolutely loved the place and the location right near Thumpertown Beach was perfect!"
United States
Jeff P.
$344 nightly
The price is $394
Oct 1 - Oct 2
Total with taxes and fees
🌊The Ocean Cottage on Thumpertown Beach
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

4. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
$460 nightly
The price is $526
Oct 1 - Oct 2
Total with taxes and fees
Seaside Escape-Art-filled 2 Bd on Town Cove
A beach with a wooden boardwalk and a rocky foreground.

5. Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (10 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
$423 nightly
The price is $484
Oct 1 - Oct 2
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

6. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (26 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
$363 nightly
The price is $416
Oct 20 - Oct 21
Total with taxes and fees
The Breeze on Minister's Pond
A wooden deck with a view of a lake, surrounded by trees.

7. Pondside/Kayak/Firepit/Dog Friendly~Willow Haven

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (7 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
$331 nightly
The price is $379
Oct 20 - Oct 21
Total with taxes and fees
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A single-story mobile home with a porch, a small deck, and a gravel driveway.

8. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
$730 nightly
The price is $835
Oct 1 - Oct 2
Total with taxes and fees
Driftwood Cottages - 65A - Whale
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

9. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (28 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
$382 nightly
The price is $437
Oct 20 - Oct 21
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Two wicker swing chairs facing a sunset over the ocean.

10. Castaway Cottage on the bay~Dog Friendly Too!

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.6 out of 10, Exceptional, (20 reviews)
"The location was great with easy access to the beach and we had a great time"
United States
Kannan N.
$507 nightly
The price is $581
Oct 3 - Oct 4
Total with taxes and fees
Castaway Cottage on the bay~Dog Friendly Too!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

11. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (13 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
$345 nightly
The price is $395
Oct 5 - Oct 6
Total with taxes and fees
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

12. The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Wellfleet
6.0 out of 10, (1 review)
$458 nightly
The price is $525
Oct 6 - Oct 7
Total with taxes and fees
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A single-story cabin with a front porch, a small deck, and a mailbox.

13. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"We got moved here after a terrible experience with an other rental in the area. We were very happy with this place. It was spacious and clean. Close to the beach, about a 5 minute walk. I would recommend seeing the sunset."
United States
Christina L.
$718 nightly
The price is $822
Oct 1 - Oct 2
Total with taxes and fees
Driftwood Cottages - 85 - Lobster
A single-story mobile home with a front porch, a small deck, and a wooden fence.

14. Driftwood Cottages - Crab

Driftwood Cottages - Crab
Eastham
8.8 out of 10, Excellent, (3 reviews)
"This is a cute little cottage within 10 minutes walk to a bay beach. Property was very clean. Hosts were easy to contact and responded quickly. It’s a good value for the money and we would definitely consider staying here again especially for the prime location. Pet friendly was also a huge plus!"
United States
Megan T.
$740 nightly
The price is $847
Oct 1 - Oct 2
Total with taxes and fees
Driftwood Cottages - Crab
welcome home to an open concept and clean canvas.

15. Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach

Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
Chatham
9.8 out of 10, Exceptional, (8 reviews)
"Lock didn’t work"
United States
Claudine
$680 nightly
The price is $778
Oct 1 - Oct 2
Total with taxes and fees
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A house surrounded by trees with a clear path leading to the front door.

16. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.8 out of 10, Excellent, (5 reviews)
"Dog friendly property!"
United States
Colleen O.
Harwich Hideaway with King Beds Pet Friendly!
A single-story cabin with a front porch, a small deck, and a mailbox.

17. Driftwood Cottages - all 3 units

Driftwood Cottages - all 3 units
Eastham
$909 nightly
The price is $1,040
Oct 1 - Oct 2
Total with taxes and fees
Driftwood Cottages - all 3 units
A house with a porch decorated with Christmas lights and wreaths.

18. Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach

Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
Chatham
10.0 out of 10, Exceptional, (20 reviews)
"Everything exceeded expectations"
United States
Marc S.
$1,109 nightly
The price is $1,270
Oct 3 - Oct 4
Total with taxes and fees
Newly Refreshed Upscale Cottage/Pvt 2 KING BR Ensuite /1 Mile to Hardings Beach
A wooden deck with two Adirondack chairs, a small table, and a covered porch area overlooking a grassy yard with a wooden fence and a small shed in the background.

19. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (141 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
$256 nightly
The price is $293
Oct 15 - Oct 16
Total with taxes and fees
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A single-story house with a gabled roof, a front porch, and a small front yard.

20. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
$433 nightly
The price is $496
Oct 27 - Oct 28
Total with taxes and fees
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Clean rooms and very helpful staff."
Louie 1-night trip
Posted 12 hours ago
Hyannis Travel Inn

Find out more about Orleans

Orleans Cottages information

Number of reviews
361
Accommodation
559 Cottages
Lowest Price
$293
Highest Price
$1,270

Frequently asked questions

How much do cottages in Orleans cost?
Rates for cottages in Orleans range between $293 and $1,270 per night. Whatever your budget, you'll find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Orleans?
Orleans has multiple cottages with a total average guest review rating of 9.5. Cottages At The Even'tide Resort is a terrific option if you're into nature and an easy-breezy pace. Visitors staying at this 2.5-star stay can enjoy amenities such as a terrace and a swimming pool. 16 Flakeyard Way - Four Bedroom House is another popular pick. This 3.5-star cottage features a water view and a patio.
How many cottages are there in Orleans?
You'll find 559 cottages in Orleans. No matter if you're vacationing with the family or organizing a weekend retreat with your closest amigos, Expedia will help you find the ideal property to get in touch with nature.
Are there any family-friendly cottages in Orleans?
Put your feet up at Cottages At The Even'tide Resort, a 2.5-star cottage just a quick drive from town. Amenities here include a playground and a picnic area. Another family-friendly pick where you can swap the urban jungle for open spaces is 16 Flakeyard Way - Four Bedroom House. WiFi and a patio help make this 3.5-star cottage a traveler favorite. After checking in and chilling out together in your comfy new digs, it's time to head out and explore the sights. Nauset Beach and Skaket Beach are top family-friendly attractions in Orleans.
Why book your cottage in Orleans with Expedia?
We think that traveling should be easy, so if you're looking for cottages in Orleans at a competitive rate, Expedia has you covered. Save cash and stay in a thrifty option far from the rush of the city, or splurge on a 5-star cottage to pamper your favorite people.
How can I find cheap cottages in Orleans?
With Expedia's user-friendly filter tool, comparing cheap cottages in Orleans couldn't be simpler. To discover properties that'll make your bank balance smile, fine-tune your search results by amenities, budget and star rating.
What is there to do in Orleans near my cottage?
Whatever you love doing, Orleans has plenty to keep you on the move. Cape Escape Adventure Golf, Academy Playhouse and Orleans Historical Society Meeting House Museum are on many travelers' sightseeing itineraries. You shouldn't miss Jonathan Young Windmill, Addison Art Gallery and Skaket Beach either. With Expedia's Orleans hotel deals, you'll be able to discover even more neat attractions like these with the cash you save.

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