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Our top choices for Orleans vacation homes

Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Eastham
9.4 out of 10, Exceptional, (13 reviews)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is ¥54,618
¥151,572 total
includes taxes & fees
Mar 2 - Mar 3
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
10.0 out of 10, Exceptional, (14 reviews)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is ¥280,890
¥489,541 total
includes taxes & fees
Mar 2 - Mar 3
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is ¥19,896
¥107,607 total
includes taxes & fees
Mar 2 - Mar 3
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is ¥13,888
¥74,161 total
includes taxes & fees
Mar 2 - Mar 3
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ¥20,599
¥92,075 total
includes taxes & fees
Mar 2 - Mar 3
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is ¥18,570
¥48,555 total
includes taxes & fees
Mar 2 - Mar 3
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is ¥24,264
¥77,065 total
includes taxes & fees
Mar 12 - Mar 13
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is ¥29,904
¥102,807 total
includes taxes & fees
Mar 12 - Mar 13
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ¥23,408
¥79,325 total
includes taxes & fees
Mar 8 - Mar 9
Cozy Large Home in Harwich with Patio near Wequassett Resort

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is ¥37,358
¥91,826 total
includes taxes & fees
Mar 2 - Mar 3
Coastal Haven in West Dennis

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (22 reviews)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is ¥24,094
¥76,869 total
includes taxes & fees
Mar 8 - Mar 9
The Pet-Friendly Surf Shack Hideaway on the Cove

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
8.0 out of 10, Very Good, (5 reviews)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is ¥32,302
¥51,974 total
includes taxes & fees
Mar 2 - Mar 3
Eazy Breezy Beach Home

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is ¥25,842
¥85,299 total
includes taxes & fees
Mar 12 - Mar 13
Modern Beach & Pond Getaway; Heart of Cape Cod

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is ¥49,156
¥127,521 total
includes taxes & fees
Mar 2 - Mar 3
Family Cottage Close to Beach!!

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is ¥26,486
¥81,931 total
includes taxes & fees
Mar 8 - Mar 9
The Alpine/Walk to Beach for 2 or more!

Ebb Tide~3b/2b and dog friendly for 2-10

Ebb Tide~3b/2b and dog friendly for 2-10
Wellfleet
8.0 out of 10, Very Good, (2 reviews)
"Great stay. Kind extra touches of hospitality appreciated!"
United States
Ross M.
The price is ¥27,512
¥84,353 total
includes taxes & fees
Mar 2 - Mar 3
Ebb Tide~3b/2b and dog friendly for 2-10

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is ¥28,089
¥76,797 total
includes taxes & fees
Mar 2 - Mar 3
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis
Wellfleet
9.4 out of 10, Exceptional, (11 reviews)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
The price is ¥29,049
¥85,219 total
includes taxes & fees
Mar 8 - Mar 9
New! Island Pines-A Dog Friendly Boutique Oasis

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The hosts were so thoughtful and the sunset view was incredible "
United States
Jill K.
The price is ¥29,562
¥76,876 total
includes taxes & fees
Mar 10 - Mar 11
Sand Bar-Dog Friendly on Cooks Brook Beach

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (79 reviews)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is ¥23,173
¥69,565 total
includes taxes & fees
Mar 2 - Mar 3
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
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

Find out more about Orleans

Orleans Vacation Homes information

Number of reviews
412
Accommodation
2492 Vacation Homes
Lowest Price
¥48,555
Highest Price
¥489,541