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

Holiday Homes in Orleans

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Orleans holiday homes

Dining

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

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans
9.8 out of 10, Exceptional, (16 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$4,728
includes taxes & fees
19 July - 20 July
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
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, (25 reviews)
"Our host was very responsive and all the instructions were clear. The house was immaculate and a perfect spot of a winter getaway. Would stay again!"
United States
Anna P.
The price is AU$1,191
includes taxes & fees
5 Aug - 6 Aug
The Pet-Friendly Surf Shack Hideaway on the Cove
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, (4 reviews)
"Our family enjoyed the downstairs activities, especially nice for the kids to play and adults upstairs. All the bedrooms/baths clean and very nice. Loved our stay. "
United States
Donna R.
The price is AU$1,565
includes taxes & fees
26 July - 27 July
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
TV, fireplace

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, (103 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AU$1,116
includes taxes & fees
9 Aug - 10 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Beach nearby

Beach Walks, Books & Bay Sunsets

Beach Walks, Books & Bay Sunsets
Brewster
The price is AU$1,394
includes taxes & fees
20 July - 21 July
Beach Walks, Books & Bay Sunsets
Interior

Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!

Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
Brewster
10.0 out of 10, Exceptional, (16 reviews)
"The house is very roomy and had everything we needed. It was nice that each bedroom had it's own bathroom. The location is great for heading out to just about anywhere on the Cape. It is on a busy street, but it is very quiet at night, so we did not mind. The owner was very responsive and easy to work with. A great place to stay!"
United States
Chris L.
The price is AU$1,556
includes taxes & fees
19 July - 20 July
Luxe Cape Cod Farmhouse. Walk to Ellis Landing Beach!
Interior

Modern Family Getaway In Harwich

Modern Family Getaway In Harwich
Harwich
9.8 out of 10, Exceptional, (6 reviews)
"The house was very comfortable, we had a great time. The fire pit and game room were fun,location was great for us. "
United States
Ann B.
The price is AU$1,402
includes taxes & fees
27 July - 28 July
Modern Family Getaway In Harwich
Sun-loungers, beach towels

Beautiful home near Jacknife Beach and bike trail

Beautiful home near Jacknife Beach and bike trail
Chatham
9.8 out of 10, Exceptional, (82 reviews)
"This is second time to stay here! We love the location and hospitality of the hosts! Great place!"
United States
Barbara P.
The price is AU$1,269
includes taxes & fees
3 Aug - 4 Aug
Beautiful home near Jacknife Beach and bike trail
Outdoor dining

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is AU$852
includes taxes & fees
20 July - 21 July
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
TV, offices

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, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is AU$1,663
includes taxes & fees
22 July - 23 July
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
TV, DVD player, offices

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (25 reviews)
"Loved this property. "
United States
Carol S.
The price is AU$879
includes taxes & fees
11 Aug - 12 Aug
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
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, (13 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AU$1,539
includes taxes & fees
15 Aug - 16 Aug
Cozy Large Home in Harwich with Patio near Wequassett Resort
Exterior

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is AU$870
includes taxes & fees
4 Aug - 5 Aug
Relaxing Cape Cod Cottage Getaway
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$1,381
includes taxes & fees
29 July - 30 July
Ebb Tide~3b/2b and dog friendly for 2-10
Beach nearby

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (18 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is AU$1,810
includes taxes & fees
30 July - 31 July
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
4 bedrooms, iron/ironing board, WiFi, bed sheets

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
10.0 out of 10, Exceptional, (1 review)
"We loved staying at this beautiful house in Harwich. The property was clean, cozy and felt just like home. There was a fenced in back yard which was perfect for our dog and kids. Very private and close to shops, restaurants and the beach. We look forward to visiting again in the future!"
United States
Nicole M.
The price is AU$1,141
includes taxes & fees
16 Aug - 17 Aug
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Beach nearby, sun-loungers, beach towels

Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit

Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"The location was perfect and we loved that we could walk to the park and beach. The host was super responsive, the house had everything we needed, and was very neat and clean. "
United States
Laura S.
The price is AU$1,245
includes taxes & fees
22 July - 23 July
Walk to Beach, Steps from Park, Pet-Friendly & Fire Pit
Smart TV

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway

Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Dennis
The price is AU$1,057
includes taxes & fees
22 July - 23 July
Lovely 3-bedroom house in Dennis perfect for a relaxing getaway
Outdoor dining

Waterfront, No Pet Fee, Fenced Yard, Close to Town and Beach

Waterfront, No Pet Fee, Fenced Yard, Close to Town and Beach
Chatham
10.0 out of 10, Exceptional, (10 reviews)
"Great location, easy access to Chatham and the Cape Cod area, clean and quiet neighborhood and home. Would stay here again. "
United States
Farris T.
The price is AU$2,657
includes taxes & fees
15 Aug - 16 Aug
Waterfront, No Pet Fee, Fenced Yard, Close to Town and Beach
Property grounds

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.8 out of 10, Excellent, (6 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is AU$601
includes taxes & fees
20 July - 21 July
Charming 3 bed room with magnificent views & large deck
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

Blue Water Resort

Blue Water Resort

8/10 Good
"The property was lovely as was the room with the ocean view. I did not like having to pay $25 a day to park. Also, we were not notified when our room was ready and had to go ask and it was after the 4 o’clock check-in time."
Charles 1-night trip
Posted 6 hours ago
Blue Water Resort

Find out more about Orleans

Orleans Holiday Homes information

Number of reviews
Accommodation
2587 Holiday Homes
Lowest Price
AU$1,212
Highest Price
AU$1,807