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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Orleans cottages

Property grounds

1. Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (12 reviews)
"Three women stayed in this cottage, it was completely fabulous, very clean, pretty cottagy feel, nice location, quiet & peaceful!mBeds were comfortable, kitchen was well organized and functional. The size was perfect, nice comfortable living room. Really overall a wonderful accommodation! We will definitely come back! Hopefully soon!"
United States
Peggy R.
The price is £439
includes taxes & fees
4 Oct - 5 Oct
Captain's Quarters by Nauset Beach
House (3 Bedrooms) | Front of property

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

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is £510
includes taxes & fees
20 Sept - 21 Sept
6 Mi to Beach: Home w/ Deck in Brewster!
Terrace/patio

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, (64 reviews)
"Clean, great location. "
United States
Peter G.
The price is £344
includes taxes & fees
20 Sept - 21 Sept
On Town Cove with salt water access! Kayaks and paddle board available for use!
Exterior

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.
The price is £294
includes taxes & fees
13 Sept - 14 Sept
🐚The Bay Cottage on Thumpertown Beach
Property grounds

5. 🐳 The Whale Song - Dog-Friendly Studio

🐳 The Whale Song - Dog-Friendly Studio
Eastham
9.6 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay very much "
United States
Gregg P.
The price is £240
includes taxes & fees
10 Sept - 11 Sept
🐳 The Whale Song - Dog-Friendly Studio
Outdoor dining

6. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (26 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.
The price is £348
includes taxes & fees
13 Sept - 14 Sept
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Terrace/patio

7. 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.
The price is £408
includes taxes & fees
4 Oct - 5 Oct
Seaside Escape-Art-filled 2 Bd on Town Cove
Property grounds

8. 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.
The price is £300
includes taxes & fees
5 Oct - 6 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Terrace/patio

9. 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
The price is £386
includes taxes & fees
17 Sept - 18 Sept
The Breeze on Minister's Pond
Beach

10. 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.
The price is £365
includes taxes & fees
28 Sept - 29 Sept
Edgewood on Campground Beach/Steps to the Sand
Exterior

11. 🌊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.
The price is £296
includes taxes & fees
28 Sept - 29 Sept
🌊The Ocean Cottage on Thumpertown Beach
Terrace/patio

12. 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.
The price is £533
includes taxes & fees
28 Sept - 29 Sept
Windswept on Campground Beach
Exterior

13. 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.
The price is £619
includes taxes & fees
8 Sept - 9 Sept
Driftwood Cottages - Crab
Outdoor dining

14. 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)
The price is £417
includes taxes & fees
5 Oct - 6 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Beach

15. 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.
The price is £232
includes taxes & fees
24 Sept - 25 Sept
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

16. 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.
The price is £678
includes taxes & fees
14 Sept - 15 Sept
Driftwood Cottages - 85 - Lobster
Terrace/patio

17. 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, (138 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.
The price is £199
includes taxes & fees
14 Sept - 15 Sept
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Exterior

18. 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.
The price is £397
includes taxes & fees
8 Sept - 9 Sept
Harwich Hideaway with King Beds Pet Friendly!
Exterior

19. Driftwood Cottages - all 3 units

Driftwood Cottages - all 3 units
Eastham
The price is £753
includes taxes & fees
16 Sept - 17 Sept
Driftwood Cottages - all 3 units
Exterior

20. 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, (7 reviews)
"Lock didn’t work"
United States
Claudine
The price is £677
includes taxes & fees
22 Sept - 23 Sept
Town Center-Full Reno 2026-Steps To Shops & Eateries-Walk To Lighthouse Beach
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 Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Very nice hotel close to everything"
Anthony 1-night trip
Posted 4 hours ago
Hyannis Harbor Hotel

Find out more about Orleans

Orleans Cottages information

Number of reviews
1
Accommodation
546 Cottages
Lowest Price
£269
Highest Price
£510

Frequently asked questions

How much do cottages in Orleans cost?
Rates for cottages in Orleans range between £269 and £510 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?
Take your pick of multiple cottages in Orleans that have a total average guest review rating of 8.0. Cottages At The Even'tide Resort is a fantastic place to rest and put your feet up between adventures. This 2.5-star cottage also has a barbecue grill and a swimming pool. 10 Squanto Drive - One Bedroom House is another top pick with visitors to this area. It has a 3.5-star rating and amenities including WiFi and clothes washing facilities.
How many cottages are there in Orleans?
You'll find 546 cottages in Orleans. No matter if you're holidaying with the family or organising 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?
Travelling with the family in Orleans is a piece of cake at Cottages At The Even'tide Resort. With amenities such as a playground and a picnic area, you'll find all the necessary creature comforts at this 2.5-star cottage. 10 Squanto Drive - One Bedroom House is another family-friendly property where everyone can escape the hectic pace of life in the city. This cottage has a 3.5-star rating and conveniences including WiFi and a stovetop. After checking in and chilling in your comfortable new digs, it's time to hit the road and explore the sights. Wellfleet Bay Wildlife Sanctuary and Nauset Beach are just two family-friendly attractions in Orleans.
Why book your cottage in Orleans with Expedia?
We think that travelling 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 favourite 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 travellers' 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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