Orleans Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Orleans vacation rentals

Captain's Quarters by Nauset Beach

Captain's Quarters by Nauset Beach
East Orleans
10.0 out of 10, Exceptional, (8 reviews)
"A charming and clean cottage within walking distance of the beach. The neighborhood is extremely quiet in the off season —and this is the second year in a row that we’ve had a fabulous October ‘girls weekend’ in this house!!"
United States
Sarah H.
The price is ¥37,040
¥98,537 total
includes taxes & fees
Apr 2 - Apr 3
Captain's Quarters by Nauset Beach

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 ¥56,109
¥155,710 total
includes taxes & fees
Mar 31 - Apr 1
Historic charmer on the water with a firepit, kayaks, bikes, & firepit

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 ¥288,558
¥502,905 total
includes taxes & fees
Mar 31 - Apr 1
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

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 ¥20,440
¥110,545 total
includes taxes & fees
Mar 31 - Apr 1
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is ¥22,283
¥87,104 total
includes taxes & fees
Apr 12 - Apr 13
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (52 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is ¥15,871
¥30,652 total
includes taxes & fees
Apr 1 - Apr 2
The Nantucket Room Unit - #2

🐚The Bay Cottage on Thumpertown Beach

🐚The Bay Cottage on Thumpertown Beach
Eastham
9.8 out of 10, Exceptional, (11 reviews)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is ¥23,699
¥63,268 total
includes taxes & fees
Apr 19 - Apr 20
🐚The Bay Cottage on Thumpertown Beach

Walk to Beaches & Dining: Classic Cape Cod Cottage

Walk to Beaches & Dining: Classic Cape Cod Cottage
3.0 star property
Dennis Port
The price is ¥17,634
¥70,121 total
includes taxes & fees
Apr 20 - Apr 21
Walk to Beaches & Dining: Classic Cape Cod Cottage

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)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ¥21,161
¥94,953 total
includes taxes & fees
Mar 31 - Apr 1
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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 ¥27,092
¥85,397 total
includes taxes & fees
Apr 3 - Apr 4
Cozy Large Home in Harwich with Patio near Wequassett Resort

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, (64 reviews)
"Great location and very nice apartment"
United States
Phil M.
The price is ¥9,619
¥61,749 total
includes taxes & fees
Mar 31 - Apr 1
Quaint condo near private beach access with fireplace - close to dining

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 traveler
The price is ¥20,039
¥51,309 total
includes taxes & fees
Mar 31 - Apr 1
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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 ¥24,927
¥83,389 total
includes taxes & fees
Mar 31 - Apr 1
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Edgewood on Campground Beach/Steps to the Sand

Edgewood on Campground Beach/Steps to the Sand
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"Cozy cottage right by the beach. Great area not for to restaurants and beaches. Would definitely stay again!"
United States
Melinda W.
The price is ¥31,597
¥77,446 total
includes taxes & fees
Apr 19 - Apr 20
Edgewood on Campground Beach/Steps to the Sand

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Chatham
7.8 out of 10, Good, (18 reviews)
"The property was nice and quiet getaway from the city"
United States
Jorge Z.
The price is ¥21,642
¥81,372 total
includes taxes & fees
Apr 15 - Apr 16
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

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 ¥24,576
¥80,418 total
includes taxes & fees
Apr 1 - Apr 2
The Pet-Friendly Surf Shack Hideaway on the Cove

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
Eastham
10.0 out of 10, Exceptional, (19 reviews)
"Just a great location, and a very comfortable place. We loved the porch bed and chair. We are looking forward to returning."
United States
David B.
The price is ¥28,965
¥80,303 total
includes taxes & fees
Mar 31 - Apr 1
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

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 ¥13,707
¥49,448 total
includes taxes & fees
Apr 2 - Apr 3
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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, (81 reviews)
"Excellent communication from host. Great location. Would definitely stay again."
United States
Nick E.
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (25 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is ¥26,507
¥66,299 total
includes taxes & fees
Apr 1 - Apr 2
The Breeze on Minister's Pond
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Orleans Hotel Reviews

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!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Orleans?

Yes, we offer vacation rentals in Orleans near Cape Escape Adventure Golf, or you can choose a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Orleans?

Private beach access Wrap around porch!: This highly rated vacation home rental in Orleans is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a private yard.

How many vacation rentals are there in Orleans?

Choose from 287 Expedia vacation rentals in Orleans for a memorable vacation.

What’s there to see and do in Orleans?

Cape Escape Adventure Golf and Orleans Bowling Center are a couple of 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 vacation rentals like in Orleans?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Orleans. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.