Orleans Holiday Rentals

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Check prices for these dates

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Holiday Rentals in Orleans

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)
"Absolutely perfect - would definitely come stay here again."
United States
William B.
The price is HK$2,530
HK$6,648 total
includes taxes & fees
9 Dec - 10 Dec
Historic charmer on the water with a firepit, kayaks, bikes, & firepit
Terrace/patio
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)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
United States
Darren Y.
The price is HK$14,012
HK$24,421 total
includes taxes & fees
9 Dec - 10 Dec
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Beach nearby
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (243)
"Great place to stay. Clean, friendly and accommodating!"
United States
Mike
The price is HK$842
HK$964 total
includes taxes & fees
9 Dec - 10 Dec
The Cove at Yarmouth by Westgate Resorts
Indoor pool, outdoor pool
Brewster Green Resort

Brewster Green Resort

3.5 star property
Brewster
9.4 out of 10, Exceptional, (119)
"Super clean and a really large space! "
United States
Linda
The price is HK$1,201
HK$1,375 total
includes taxes & fees
9 Dec - 10 Dec
Brewster Green Resort
Fridge, microwave, oven, stovetop
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Chatham
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is HK$623
HK$2,467 total
includes taxes & fees
9 Dec - 10 Dec
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining

Dennis Port
9.0 out of 10, Wonderful, (62)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is HK$467
HK$2,214 total
includes taxes & fees
9 Dec - 10 Dec
Quaint condo near private beach access with fireplace - close to dining
Beach
Secluded-Entire 2nd floor Suite with Private Bath

Secluded-Entire 2nd floor Suite with Private Bath

Barnstable
10.0 out of 10, Exceptional, (1)
"Great, very close to downtown hyannis. Charming and a nice owner. "
United States
sam s.
The price is HK$694
HK$1,328 total
includes taxes & fees
14 Dec - 15 Dec
Secluded-Entire 2nd floor Suite with Private Bath
Microwave, oven, stovetop, dishwasher
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, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is HK$763
HK$3,264 total
includes taxes & fees
10 Dec - 11 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Beach nearby
Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit

Bass River
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is HK$1,082
HK$4,095 total
includes taxes & fees
9 Dec - 10 Dec
Charming House by the Beach with Patio, Grill, FirePit
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
10.0 out of 10, Exceptional, (176)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is HK$694
HK$2,433 total
includes taxes & fees
9 Dec - 10 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Exterior
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)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is HK$1,160
HK$3,949 total
includes taxes & fees
12 Dec - 13 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort
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, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is HK$1,086
HK$3,372 total
includes taxes & fees
14 Dec - 15 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Exterior detail
The Nantucket Room Unit - #2

The Nantucket Room Unit - #2

Harwich port
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is HK$973
HK$1,747 total
includes taxes & fees
9 Dec - 10 Dec
The Nantucket Room Unit - #2
Beach nearby, sun-loungers
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, (115)
"Comfortable and terrific location"
United States
Barry L.
The price is HK$1,401
HK$3,822 total
includes taxes & fees
9 Dec - 10 Dec
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

2.0 star property
West Brewster
10.0 out of 10, Exceptional, (25)
"Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue."
United States
Art T.
The price is HK$999
HK$5,385 total
includes taxes & fees
9 Dec - 10 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is HK$1,082
HK$2,630 total
includes taxes & fees
9 Dec - 10 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Smart TV, offices
New! Island Pines-A Dog Friendly Boutique Oasis

New! Island Pines-A Dog Friendly Boutique Oasis

Wellfleet
9.4 out of 10, Exceptional, (11)
"Property is beautiful, in a lovely setting, private but not too far from activities and great food. The house is maintained well and was perfectly clean, with a few maintenance issues which could be corrected quickly (bathroom doors that do not close and an extraordinarily squeaky upper floor.)"
United States
Marshal G.
The price is HK$1,543
HK$4,368 total
includes taxes & fees
10 Dec - 11 Dec
New! Island Pines-A Dog Friendly Boutique Oasis
Fridge, microwave, oven, stovetop
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Yarmouth
10.0 out of 10, Exceptional, (12)
"We rented this house for a family vacation and would without a doubt rent it again! Everything you can possibly need was at the house. If you needed anything additional the host was very responsive and there to assist. We loved the time we got to spend here together. "
United States
Cara B.
The price is HK$1,160
HK$4,932 total
includes taxes & fees
9 Dec - 10 Dec
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
Exterior
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

Yarmouth
10.0 out of 10, Exceptional, (3)
"We only stayed one night, but wish we could have stayed longer. Host was responsive and property was in great shape."
United States
Jared W.
The price is HK$1,160
HK$3,698 total
includes taxes & fees
9 Dec - 10 Dec
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
3 bedrooms, desk
Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15

2.0 star property
West Dennis
The price is HK$2,524
HK$6,170 total
includes taxes & fees
9 Dec - 10 Dec
Coastal Haven in West Dennis -15
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

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Great staff. Impeccably clean. One comment: need more than ONE very slow toaster for the continental breakfast. "
Sam 2-night trip
Posted 5 days ago
Chatham Wayside Inn

Find out more about Orleans

Search for holiday rentals in Orleans on Expedia! You can easily find your home rentals, villas, holiday apartments in Orleans using one of the methods below:

  • View our selection of featured holiday rentals in Orleans
  • Use the map to find apartments and other holiday homes in the Orleans neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orleans while they last

Look no further and take a look at our great range of rental properties in Orleans!

Frequently asked questions

Can I find a holiday rental in Orleans?

Yes, there are holiday rentals in Orleans close to Orleans Bowling Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Orleans speak positively about the beaches and seafood restaurants in this destination. Make sure you have time to check out the baseball games and university setting during your trip.

What are some of the best holiday rentals that Orleans has to offer?

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach: This highly rated holiday home rental in Orleans is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orleans?

Choose from 292 Expedia holiday rentals in Orleans for a memorable holiday.

What’s there to see and do in Orleans?

Orleans Bowling Center and Cape Escape Adventure Golf are a couple of the family-friendly sights, whereas cultural attractions include French Cable Station Museum and Academy Playhouse. Rock Harbor Beach and Skaket Beach are other places to visit while you're in town.

What are holiday rentals like in Orleans?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orleans. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family gatherings.