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

Search Orleans Cottage Rentals from CA $365

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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.
The price is CA $303
CA $836 total
includes taxes & fees
Sep 8 - Sep 9
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 CA $199
CA $954 total
includes taxes & fees
Sep 1 - Sep 2
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.
The price is CA $242
CA $586 total
includes taxes & fees
Sep 12 - Sep 13
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 CA $205
CA $546 total
includes taxes & fees
Sep 23 - Sep 24
🐚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 CA $194
CA $483 total
includes taxes & fees
Sep 10 - Sep 11
🐳 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.
The price is CA $261
CA $764 total
includes taxes & fees
Aug 30 - Aug 31
Seaside Escape-Art-filled 2 Bd on Town Cove
Exterior

7. Driftwood Cottages - 65A - Whale

Driftwood Cottages - 65A - Whale
Eastham
The price is CA $304
CA $1,157 total
includes taxes & fees
Sep 8 - Sep 9
Driftwood Cottages - 65A - Whale
Beach

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.
The price is CA $308
CA $716 total
includes taxes & fees
Sep 23 - Sep 24
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
The price is CA $342
CA $770 total
includes taxes & fees
Sep 1 - Sep 2
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
The price is CA $373
CA $765 total
includes taxes & fees
Sep 17 - Sep 18
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.
The price is CA $324
CA $756 total
includes taxes & fees
Sep 13 - Sep 14
🦀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.
The price is CA $432
CA $841 total
includes taxes & fees
Sep 8 - Sep 9
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.
The price is CA $232
CA $576 total
includes taxes & fees
Sep 27 - Sep 28
🌊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, (120 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $159
CA $418 total
includes taxes & fees
Sep 24 - Sep 25
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.
The price is CA $316
CA $1,175 total
includes taxes & fees
Sep 8 - Sep 9
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.
The price is CA $439
CA $1,346 total
includes taxes & fees
Sep 8 - Sep 9
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.
The price is CA $280
CA $365 total
includes taxes & fees
Sep 14 - Sep 15
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.
The price is CA $459
CA $1,089 total
includes taxes & fees
Sep 2 - Sep 3
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.
The price is CA $555
CA $759 total
includes taxes & fees
Aug 30 - Aug 31
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
The price is CA $623
CA $1,267 total
includes taxes & fees
Sep 23 - Sep 24
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

Cape Sands Inn

Cape Sands Inn

8/10 Good
"This motel (doors open to the outdoors) was a quick overnight stop for us, arriving at 9:15 pm and leaving by 10 am. BE CAREFUL as check-in is supposed to be before 9pm unless you have made other arrangements. We did not realize this and were lucky that the office was still open. We are aware of 2 other reservations that arrived just before/after 10. We did not use any of the amenities, but they all looked nice. There is a nice fire pit, corn hole boards, grills and other outdoor amenities. The hotel is set up like a block letter U. We had the back/bottom section and it had a beautiful view of water. We even watched ducks swimming and a chatty kingfisher catching fish. The room itself was MOSTLY very clean. No microwave. The bathroom, towels, bedding, fridge, etc were great/clean. The carpet was disgustingly dirty turning our socks dark gray. I put our towels on the floor after our showers so we didn't have to walk on the carpet. I did mention this on checkout and (supposedly) maintenance was going to clean the carpet. It had been vacuumed, but needed steam cleaning. If we needed to, we could stay there again."
Amy 1-night trip
Posted 4 hours ago
Cape Sands Inn

Find out more about Orleans

Orleans Cottages information

Number of reviews
439
Accommodation
561 Cottages
Lowest Price
CA $365
Highest Price
CA $1,346

Frequently asked questions

How much do cottages in Orleans cost?
Rates for cottages in Orleans range between CA $365 and CA $1,346 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 561 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 traveller favourite. 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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