Orleans Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Orleans vacation homes

Dining

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 CA $475
CA $1,324 total
includes taxes & fees
Mar 10 - Mar 11
Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Dining

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 CA $2,442
CA $4,225 total
includes taxes & fees
Mar 10 - Mar 11
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Smart TV, books

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 CA $173
CA $936 total
includes taxes & fees
Mar 10 - Mar 11
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Outdoor dining

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 CA $179
CA $804 total
includes taxes & fees
Mar 10 - Mar 11
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
TV, fireplace, books

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 CA $121
CA $643 total
includes taxes & fees
Mar 10 - Mar 11
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Property grounds

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 traveller
The price is CA $175
CA $443 total
includes taxes & fees
Mar 10 - Mar 11
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Outdoor dining

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 CA $211
CA $707 total
includes taxes & fees
Mar 16 - Mar 17
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Pool

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 CA $204
CA $693 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Large Home in Harwich with Patio near Wequassett Resort
Smart TV

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 CA $260
CA $889 total
includes taxes & fees
Mar 19 - Mar 20
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Smart TV, fireplace

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, (23 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 CA $209
CA $689 total
includes taxes & fees
Mar 10 - Mar 11
The Pet-Friendly Surf Shack Hideaway on the Cove
Smart TV, fireplace, books

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 CA $219
CA $749 total
includes taxes & fees
Mar 23 - Mar 24
Modern Beach & Pond Getaway; Heart of Cape Cod
Smart TV, fireplace

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 CA $325
CA $802 total
includes taxes & fees
Mar 10 - Mar 11
Coastal Haven in West Dennis
Beach nearby

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 CA $230
CA $728 total
includes taxes & fees
Mar 19 - Mar 20
The Alpine/Walk to Beach for 2 or more!
Outdoor dining

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)
"Excellent communication from host. Great location. Would definitely stay again."
United States
Nick E.
The price is CA $205
CA $612 total
includes taxes & fees
Mar 16 - Mar 17
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
On the beach

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 CA $247
CA $702 total
includes taxes & fees
Mar 15 - Mar 16
Sand Bar-Dog Friendly on Cooks Brook Beach
Interior

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 CA $253
CA $758 total
includes taxes & fees
Mar 10 - Mar 11
New! Island Pines-A Dog Friendly Boutique Oasis
Dining

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"The house was exactly as advertised and location was great. Host was very easy to communicate with and responded quickly when contacted. I have nothing but positives for our stay. Looking forward to staying here again."
United States
Susan N.
The price is CA $207
CA $684 total
includes taxes & fees
Mar 15 - Mar 16
National Seashore/Updated/Game Room~Blue Pearl
Dining

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 CA $239
CA $749 total
includes taxes & fees
Mar 10 - Mar 11
Ebb Tide~3b/2b and dog friendly for 2-10
Exterior

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 CA $244
CA $666 total
includes taxes & fees
Mar 10 - Mar 11
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Outdoor dining

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (179 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is CA $129
CA $433 total
includes taxes & fees
Mar 31 - Apr 1
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orleans Hotel Reviews

Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

10/10 Excellent
"Great staff, very accommodating. I’d recommend & book there in the future. "
Julie 13-night trip
Posted 5 hours ago
Edgewater Beach Resort, a VRI resort

Find out more about Orleans

Orleans Vacation Homes information

Number of reviews
416
Accommodation
2492 Vacation Homes
Lowest Price
CA $433
Highest Price
CA $4,225

Explore a world of travel with Expedia