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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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.
$528 nightly
The price is $604
Sep 2 - Sep 3
Total with taxes and fees
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
$603 nightly
The price is $690
Sep 1 - Sep 2
Total with taxes and fees
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, (63 reviews)
"Clean, great location. "
United States
Peter G.
$372 nightly
The price is $426
Sep 12 - Sep 13
Total with taxes and fees
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.
$348 nightly
The price is $398
Sep 23 - Sep 24
Total with taxes and fees
🐚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.
$308 nightly
The price is $353
Sep 10 - Sep 11
Total with taxes and fees
🐳 The Whale Song - Dog-Friendly Studio
Terrace/patio

6. 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.
$485 nightly
The price is $556
Aug 30 - Aug 31
Total with taxes and fees
Seaside Escape-Art-filled 2 Bd on Town Cove
Exterior

7. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
$731 nightly
The price is $836
Sep 8 - Sep 9
Total with taxes and fees
Driftwood Cottages - 65A - Whale
Beach nearby

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.
$454 nightly
The price is $520
Sep 23 - Sep 24
Total with taxes and fees
Edgewood on Campground Beach/Steps to the Sand
Property grounds

9. Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch

Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Eastham
9.2 out of 10, Wonderful, (103 reviews)
"Ideal location, super comfortable, peaceful. Exactly what we were hoping for. Very clean."
United States
Elaine
$489 nightly
The price is $559
Sep 1 - Sep 2
Total with taxes and fees
Eastham, Cape Cod - Town Cove Waterfront. Newly renovated and insulated sunporch
Terrace/patio

10. 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
$482 nightly
The price is $552
Sep 17 - Sep 18
Total with taxes and fees
The Breeze on Minister's Pond
Outdoor dining

11. 🦀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.
$478 nightly
The price is $547
Sep 13 - Sep 14
Total with taxes and fees
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Property grounds

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.
$533 nightly
The price is $610
Sep 8 - Sep 9
Total with taxes and fees
Castaway Cottage on the bay~Dog Friendly Too!
Exterior

13. 🌊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.
$369 nightly
The price is $422
Sep 27 - Sep 28
Total with taxes and fees
🌊The Ocean Cottage on Thumpertown Beach
Beach

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)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
$265 nightly
The price is $303
Sep 24 - Sep 25
Total with taxes and fees
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

15. 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 8 - Sep 9
Total with taxes and fees
Driftwood Cottages - Crab
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.
$851 nightly
The price is $974
Sep 8 - Sep 9
Total with taxes and fees
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, (137 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.
$232 nightly
The price is $265
Sep 14 - Sep 15
Total with taxes and fees
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Terrace/patio

18. Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!

Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Harwich
9.6 out of 10, Exceptional, (5 reviews)
"We had an amazing stay! The house was exactly what we were looking for when booking. The host was amazing and accommodating for our dates. Communication was easy and responsive. We look forward to booking again in the future. "
United States
Laura J.
$669 nightly
The price is $766
Sep 2 - Sep 3
Total with taxes and fees
Beautiful cottage, Close to Wychmere & Beach, Family relax, king bed & fire pit!
Exterior

19. Harwich Hideaway with King Beds Pet Friendly!

Harwich Hideaway with King Beds Pet Friendly!
Harwich
8.6 out of 10, Excellent, (4 reviews)
"Dog friendly property!"
United States
Colleen O.
$476 nightly
The price is $545
Aug 30 - Aug 31
Total with taxes and fees
Harwich Hideaway with King Beds Pet Friendly!
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, (6 reviews)
"Lock didn’t work"
United States
Claudine
$800 nightly
The price is $916
Sep 22 - Sep 23
Total with taxes and fees
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

Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"The place us cool with a rock and roll vibe. Indoor/Outdoor pool, jacuizzi, little food cart/court. Excellent tunes and sound. I would definitely come back."
Leonard 1-night trip
Posted less than an hour ago
Freebird Motor Lodge by Reverie Boutique Collection

Find out more about Orleans

Orleans Cottages information

Number of reviews
560
Accommodation
559 Cottages
Lowest Price
$265
Highest Price
$974

Frequently asked questions

How much do cottages in Orleans cost?
Rates for cottages in Orleans range between $265 and $974 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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