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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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)
"It is a beautiful property."
United States
Phillip B.
$492 nightly
The price is $563
Oct 18 - Oct 19
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, (68 reviews)
"Clean, great location. "
United States
Peter G.
$372 nightly
The price is $425
Oct 19 - Oct 20
Total with taxes and fees
On Town Cove with salt water access! Kayaks and paddle board available for use!
A single-story house with a brown exterior and white trim, featuring a front door, multiple windows, and a small porch area.

3. 🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (14 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.
$343 nightly
The price is $392
Oct 18 - Oct 19
Total with taxes and fees
🐚The Bay Cottage on Thumpertown Beach
A wooden deck with a view of a lake, surrounded by trees.

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

Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Eastham
9.8 out of 10, Exceptional, (8 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
$330 nightly
The price is $378
Oct 18 - Oct 19
Total with taxes and fees
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

5. 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.
$458 nightly
The price is $524
Oct 18 - Oct 19
Total with taxes and fees
Seaside Escape-Art-filled 2 Bd on Town Cove
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

6. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (29 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.
$379 nightly
The price is $434
Nov 16 - Nov 17
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

7. 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
$360 nightly
The price is $412
Nov 16 - Nov 17
Total with taxes and fees
The Breeze on Minister's Pond
A beach with a wooden boardwalk and a rocky foreground.

8. 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.
$421 nightly
The price is $482
Oct 18 - Oct 19
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand
A two-story house with a front porch, a small attached garage, and a gravel driveway.

9. 🌊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.
$342 nightly
The price is $391
Oct 18 - Oct 19
Total with taxes and fees
🌊The Ocean Cottage on Thumpertown Beach
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

10. 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 $524
Oct 19 - Oct 20
Total with taxes and fees
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A single-story house with a gabled roof, a front porch, and a small front yard.

11. 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
Exterior

12. Lost at Seaside – Your Cozy Coastal Hideaway

Lost at Seaside – Your Cozy Coastal Hideaway
Bass River
9.0 out of 10, Wonderful, (6 reviews)
"Wonderful property with incredible ocean view. Host provided everything needed, lots of lovely themed decor. We honestly can't wait to stay here again!"
United States
Sharon P.
$345 nightly
The price is $394
Oct 17 - Oct 18
Total with taxes and fees
Lost at Seaside – Your Cozy Coastal Hideaway
A house with a front porch, a small garden, and a mailbox.

13. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Cozy small home perfect for a girls weekend! Close proximity to the ferries and several good restaurants close by!"
United States
Sue N.
$375 nightly
The price is $429
Nov 1 - Nov 2
Total with taxes and fees
Cozy, vacation home in a charming duplex cottage
welcome home to an open concept and clean canvas.

14. 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)
"The Cape Coddage was perfect! Great location, beautiful little cottage and great hosts! We will definitely be repeat customers in the future. Quintessential Cape Cod, don’t hesitate to give it a try!"
United States
Jason M.
$1,320 nightly
The price is $1,511
Oct 18 - Oct 19
Total with taxes and fees
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A house with a deck, a flag, and a garage.

15. Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun

Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
Yarmouth
9.4 out of 10, Exceptional, (9 reviews)
"Great stay the cottage was very clean and welcoming"
United States
Alex r.
$446 nightly
The price is $510
Nov 7 - Nov 8
Total with taxes and fees
Charming West Yarmouth Cottage- Minutes to Beaches, Dining & Family Fun
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

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

8/10 Good
"Sus desayunos muy buenos"
Maria 3-night trip
Posted 2 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG

Find out more about Orleans

Orleans Cottages information

Number of reviews
212
Accommodation
559 Cottages
Lowest Price
$378
Highest Price
$1,511

Frequently asked questions

How much do cottages in Orleans cost?
Rates for cottages in Orleans range between $378 and $1,511 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 9.4. 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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