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

Search Orleans Cottages

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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.
$495 nightly
The price is $567
Oct 4 - Oct 5
Total with taxes and fees
Captain's Quarters by Nauset Beach
A covered deck with a grill, outdoor furniture, and a view of trees.

2. 6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
$603 nightly
The price is $690
Sep 20 - Sep 21
Total with taxes and fees
6 Mi to Beach: Home w/ Deck in Brewster!
A wooden deck with white railings, wicker chairs, and a blue umbrella.

3. 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, (65 reviews)
"Clean, great location. "
United States
Peter G.
$378 nightly
The price is $432
Sep 20 - Sep 21
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.

4. 🐚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.
$344 nightly
The price is $394
Sep 20 - Sep 21
Total with taxes and fees
🐚The Bay Cottage on Thumpertown Beach
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.
$480 nightly
The price is $550
Sep 21 - Sep 22
Total with taxes and fees
Seaside Escape-Art-filled 2 Bd on Town Cove
A single-story mobile home with a porch, a small deck, and a gravel driveway.

6. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
$730 nightly
The price is $835
Sep 23 - Sep 24
Total with taxes and fees
Driftwood Cottages - 65A - Whale
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, (6 reviews)
"Great hideaway location on the Cape. Well equipped rental."
United Kingdom
Richard F.
$348 nightly
The price is $398
Oct 5 - Oct 6
Total with taxes and fees
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
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.
$423 nightly
The price is $484
Sep 28 - Sep 29
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand
A wooden deck with a bench and a chair, overlooking a beach with vegetation and a clear sky.

9. Windswept on Campground Beach

Windswept on Campground Beach
Eastham
9.4 out of 10, Exceptional, (3 reviews)
"So nice to be steps from the beach for morning walks and sunset catching . A great location on the Cape. Glad to have the grill to enjoy our fresh caught striped bass Capt Joe (ReelEz) put us on . The charm of a historic cottage made for comfortable family time. Thank you !"
United States
Lars S.
$526 nightly
The price is $602
Sep 28 - Sep 29
Total with taxes and fees
Windswept on Campground Beach
A two-story house with a front porch, a small attached garage, and a gravel driveway.

10. 🌊The Ocean Cottage on Thumpertown Beach

🌊The Ocean Cottage on Thumpertown Beach
Eastham
9.6 out of 10, Exceptional, (12 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
Sep 28 - Sep 29
Total with taxes and fees
🌊The Ocean Cottage on Thumpertown Beach
A single-story mobile home with a front porch, a small deck, and a wooden fence.

11. 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.
$742 nightly
The price is $849
Sep 20 - Sep 21
Total with taxes and fees
Driftwood Cottages - Crab
Two wicker swing chairs facing a sunset over the ocean.

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

Castaway Cottage on the bay~Dog Friendly Too!
Eastham
9.8 out of 10, Exceptional, (19 reviews)
"Cottage was quaint. The location was amazing - very peaceful and quiet. Our favorite place to sit was in the two swinging chairs overlooking the bay. The sunsets were absolutely amazing. We really enjoyed our stay and hope to be back."
United States
Patty M.
$397 nightly
The price is $454
Sep 24 - Sep 25
Total with taxes and fees
Castaway Cottage on the bay~Dog Friendly Too!
A wooden deck with a barbecue grill, outdoor furniture, and a book titled "The Barbecue Bible".

13. 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)
$490 nightly
The price is $561
Sep 27 - Sep 28
Total with taxes and fees
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
A beach with a wooden fence and people walking along the shore.

14. Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.8 out of 10, Exceptional, (121 reviews)
"Great little cottage close and convenient to everything."
United States
Shelby V.
$236 nightly
The price is $270
Sep 24 - Sep 25
Total with taxes and fees
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
A single-story cabin with a front porch, a small deck, and a mailbox.

15. Driftwood Cottages - 85 - Lobster

Driftwood Cottages - 85 - Lobster
Eastham
10.0 out of 10, Exceptional, (1 review)
"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.
$796 nightly
The price is $911
Sep 27 - Sep 28
Total with taxes and fees
Driftwood Cottages - 85 - Lobster
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.
$455 nightly
The price is $520
Sep 21 - Sep 22
Total with taxes and fees
Harwich Hideaway with King Beds Pet Friendly!

17. 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
$690 nightly
The price is $790
Sep 22 - Sep 23
Total with taxes and fees
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
A single-story cabin with a front porch, a small deck, and a mailbox.

18. Driftwood Cottages - all 3 units

Driftwood Cottages - all 3 units
Eastham
$911 nightly
The price is $1,043
Sep 25 - Sep 26
Total with taxes and fees
Driftwood Cottages - all 3 units
A single-story house with a gabled roof, a front porch, and a small front yard.

19. 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.
$453 nightly
The price is $518
Oct 13 - Oct 14
Total with taxes and fees
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A single-story house with a white exterior, black shutters, and a green door.

20. Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging

Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
Bass River
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was cozy and renovated in an excellent location with lots to do nearby. Nina made things easy and convenient for an all around outstanding stay. "
United States
Nathan S.
$516 nightly
The price is $591
Sep 20 - Sep 21
Total with taxes and fees
Pet Friendly Cape Cod Cottage Near Beaches w/ AC + Electric Vehicle Charging
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

10/10 Excellent
"All around very nice experience staying there."
Kenneth 1-night trip
Posted 6 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG

Find out more about Orleans

Orleans Cottages information

Number of reviews
278
Accommodation
559 Cottages
Lowest Price
$270
Highest Price
$1,043

Frequently asked questions

How much do cottages in Orleans cost?
Rates for cottages in Orleans range between $270 and $1,043 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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