Holiday Homes in Orleans

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 June - 28 June

Our top choices for Orleans holiday 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 AU$1,340
includes taxes & fees
6 Mar - 7 Mar
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 AU$4,320
includes taxes & fees
6 Mar - 7 Mar
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
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 AU$661
includes taxes & fees
6 Mar - 7 Mar
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 AU$967
includes taxes & fees
6 Mar - 7 Mar
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 AU$836
includes taxes & fees
6 Mar - 7 Mar
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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 AU$464
includes taxes & fees
9 Mar - 10 Mar
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 AU$716
includes taxes & fees
11 Mar - 12 Mar
Sleeps 2-8/Soaking Tub/FirePit~Burrows
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 AU$916
includes taxes & fees
15 Mar - 16 Mar
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
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 AU$721
includes taxes & fees
8 Mar - 9 Mar
Cozy Large Home in Harwich with Patio near Wequassett Resort
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 AU$682
includes taxes & fees
8 Mar - 9 Mar
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 AU$778
includes taxes & fees
12 Mar - 13 Mar
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 AU$835
includes taxes & fees
6 Mar - 7 Mar
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 AU$745
includes taxes & fees
8 Mar - 9 Mar
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)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AU$620
includes taxes & fees
16 Mar - 17 Mar
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 AU$690
includes taxes & fees
10 Mar - 11 Mar
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 AU$775
includes taxes & fees
8 Mar - 9 Mar
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 AU$681
includes taxes & fees
17 Mar - 18 Mar
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 AU$767
includes taxes & fees
9 Mar - 10 Mar
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 AU$683
includes taxes & fees
10 Mar - 11 Mar
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 AU$453
includes taxes & fees
31 Mar - 1 Apr
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.
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Top Orleans Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Staff was nice, we enjoyed our stay "
Elizabeth 1-night trip
Posted 2 days ago
Bayside Resort Hotel

Find out more about Orleans

Orleans Holiday Homes information

Number of reviews
416
Accommodation
2492 Holiday Homes
Lowest Price
AU$453
Highest Price
AU$4,320