Orleans Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Orleans

Exterior
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

East Orleans
10.0 out of 10, Exceptional, (63)
"This was my family's second year in a row staying in the house and I highly recommend it. Plenty of space and well -appointed for any occasion. "
United States
Rob T.
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Pool
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

South Orleans
10.0 out of 10, Exceptional, (73)
"Great spot"
United States
Eugene P.
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Fridge, microwave, oven, stovetop
Stylish Orleans home with spacious deck - near bay & ocean beach

Stylish Orleans home with spacious deck - near bay & ocean beach

Orleans
8.4 out of 10, Very good, (40)
"House was clean and felt just like home. Comfy furniture. Would stay here again."
United States
scott w.
Stylish Orleans home with spacious deck - near bay & ocean beach
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
Front of property
Holly Tree Resort

Holly Tree Resort

3.0 star property
West Yarmouth
9.0 out of 10, Wonderful, (374)
"Best place in massachusetts "
United States
Michael
Holly Tree Resort
BBQ/picnic Area
Edgewater Beach Resort, a VRI resort

Edgewater Beach Resort, a VRI resort

3.5 star property
Dennis Port
8.8 out of 10, Excellent, (294)
"Room was clean and the staff was great"
United States
Linda
Edgewater Beach Resort, a VRI resort
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
Sun deck
Riverview Resort

Riverview Resort

3.0 star property
Bass River
9.2 out of 10, Wonderful, (171)
"Check in and check out flexibility- thank you!"
United States
Christine
Riverview Resort
Terrace/patio
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Eastham
10.0 out of 10, Exceptional, (27)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
United States
Kristin
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
Aerial view
The Cove at Yarmouth by VRI Americas

The Cove at Yarmouth by VRI Americas

3.5 star property
West Yarmouth
9.2 out of 10, Wonderful, (329)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas
Outdoor dining
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham
10.0 out of 10, Exceptional, (39)
"Gorgeous well stocked home accommodated our large family in style!! Plenty of Beach & Pool towels, beach chairs, and kitchen appliances for all of our meals! Loved the house and Chatham! Walkable to beach, restaurants and shops. So Fun!"
United States
Kim K.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
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
Fridge, microwave, oven, stovetop
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Eastham
10.0 out of 10, Exceptional, (224)
"Always a great place to stay!!!!"
United States
Christine J.
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts
Beach nearby, sun-loungers
Steps to the Ocean! Perfect Location!!!

Steps to the Ocean! Perfect Location!!!

Barnstable
10.0 out of 10, Exceptional, (235)
"I absolutely loved my stay at this charming cottage in Hyannis! The place was cozy, spotless, and beautifully maintained. A perfect mix of comfort and Cape Cod charm. The location was great, close to the beach and local shops, yet quiet enough to relax and unwind."
United States
Maria
Steps to the Ocean! Perfect Location!!!
Exterior
Ocean Views From Every Room, Beach 30 Seconds Away!

Ocean Views From Every Room, Beach 30 Seconds Away!

West Hyannisport
10.0 out of 10, Exceptional, (112)
"The house was perfect for our family gathering. We did not lack for anything. The owners were very responsive. The view is fantastic and we enjoyed the beach. "
United States
Anthony F.
Ocean Views From Every Room, Beach 30 Seconds Away!
On the beach, sun-loungers
beachfront cottage at Chases Ocean Grove

beachfront cottage at Chases Ocean Grove

Dennis Port
9.6 out of 10, Exceptional, (33)
"Great location and friendly beach neighborhood "
Canada
Jeremy H.
beachfront cottage at Chases Ocean Grove
Terrace/patio
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham
8.2 out of 10, Very good, (73)
"Great stay at this bright, airy, cozy cottage. We enjoyed coffee and happy hour on the deck overlooking the river and boats each day. Hated to leave!"
United States
Cathy S.
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Beach nearby, sun-loungers, beach towels
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!

Barnstable
10.0 out of 10, Exceptional, (151)
"Great house - extra clean and great location"
United States
Matt S.
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!
Terrace/patio
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Dennis
10.0 out of 10, Exceptional, (16)
"Perfect location for Mayflower and Corporation beach , lovely house and yard for small family gatherings . "
United States
Nancy R.
The price is HK$2,335
HK$5,604 total
includes taxes & fees
10 Dec - 11 Dec
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Beach nearby, sun-loungers, beach towels
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Barnstable
8.8 out of 10, Excellent, (28)
"It was very comfortable with upgraded kitchen and bathroom. It had all we needed. The owner was very responsive . Easy check in process. The location was perfect, just across from a beautiful ocean beach and very near Hyannis and many attractions. "
United States
Helene M.
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
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
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

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.