Orleans Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21
In four months
Jan 16 - Jan 18

Vacation Rentals in Orleans

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

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

10.0 out of 10, Exceptional, (73)
"Very homey, spacious place!"
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
5 bedrooms ocean view estate overlooking cape cod bay
Dining

5 bedrooms ocean view estate overlooking cape cod bay

9.4 out of 10, Exceptional, (56)
"Location is amazing"
5 bedrooms ocean view estate overlooking cape cod bay
Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)
Beach

Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)

9.0 out of 10, Wonderful, (2)
"The property was clean, well stocked with the necessities and in a very quiet setting. Location was perfect for our needs. Overall it is a good value."
Pet Friendly, Minutes to Beaches, Golf, Dining, Shopping, With Linens (2396)
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Exterior

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

10.0 out of 10, Exceptional, (61)
"We used this property for a family vacation of about 17 people. It was great for everyone to have space and room! Sean was excellent to work with with any questions or concerns. Will definitely recommend this property to anyone needing it! "
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Executive Waterfront Luxury Estate 6000 Sqft; Heated Pool; Elevator
Outdoor dining

Executive Waterfront Luxury Estate 6000 Sqft; Heated Pool; Elevator

10.0 out of 10, Exceptional, (41)
"Excellent stay, even with some rain 😀"
Executive Waterfront Luxury Estate 6000 Sqft; Heated Pool; Elevator
Holly Tree Resort
Front of property

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (355)
"Excellent place to stay, near great restaurants and shopping."
Holly Tree Resort
Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (286)
"All around a great place to stay!"
The price is ￥30,013
￥34,350 total
includes taxes & fees
Oct 23 - Oct 24
Edgewater Beach Resort, a VRI resort
The Cove at Yarmouth by VRI Americas
Aerial view

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (318)
"Clean, friendly staff and enjoyed the Loft Shack which is perfectly located adjacent to the outdoor pool. "
The Cove at Yarmouth by VRI Americas
Brewster Green Resort
Indoor pool, outdoor pool

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (111)
"I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub."
The price is ￥24,253
￥27,758 total
includes taxes & fees
Sep 28 - Sep 29
Brewster Green Resort
Oceana Cottages
Beach/ocean view

Oceana Cottages

2.5 star property
8.4 out of 10, Very Good, (67)
"The location was great, literally right on the water. Check in was easy and the cottage was clean. While the property is older, it was a very pleasant place and the owner was so friendly and helpful."
Oceana Cottages
Riverview Resort
Sundeck

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (163)
"Overall everything was great. Rooms are clean. Very quiet. The upper outside deck requires repair but my understanding is owners association is aware and addressing. I think its our fourth time there. Keep going back. Only thing is we wished there was an outdoor pool. Would be great on those warm sunny days."
The price is ￥27,501
￥31,474 total
includes taxes & fees
Oct 22 - Oct 23
Riverview Resort
Steps to the beach with an ocean view,
On the beach, sun loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (129)
"The house is a perfect place to stay. Close to the beach and the town of Hyannis. An ideal location for discovering the Cape Cod area. We felt relaxed and comfortable when we were there."
Steps to the beach with an ocean view,
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Outdoor dining

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

10.0 out of 10, Exceptional, (38)
"Great place for a family get together "
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (225)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Cozy waterfront studio w/direct beach access - close to town
On the beach

Cozy waterfront studio w/direct beach access - close to town

7.0 out of 10, Good, (45)
"Great location from downtown and bus access. Loved the private beach"
Cozy waterfront studio w/direct beach access - close to town
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
Interior

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

9.6 out of 10, Exceptional, (136)
"Great location by the beach. We loved staying here!"
The price is ￥50,677
￥89,822 total
includes taxes & fees
Oct 13 - Oct 14
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

9.4 out of 10, Exceptional, (114)
"This property was as advertised. Right on a private beach, the views here are incredible. Make sure you plan to see a sunrise or sunset! Owner is very easy to work with and responsive. "
The price is ￥94,044
￥177,782 total
includes taxes & fees
Oct 11 - Oct 12
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Steps to a private beach in a classic Cape cottage. Pet-friendly!
On the beach, sun loungers, beach towels

Steps to a private beach in a classic Cape cottage. Pet-friendly!

8.8 out of 10, Excellent, (26)
"Quaint, quiet on the off season, great outdoor shower with plenty of hot water! Perfect beach getaway! "
Steps to a private beach in a classic Cape cottage. Pet-friendly!
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (171)
"Perfect spot for a few days away with the kids. The house had everything we needed and was in a great location! Would definitely rent again. "
The price is ￥13,320
￥46,728 total
includes taxes & fees
Oct 1 - Oct 2
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Water View Cottage within Steps to Private Beach
Beach nearby, sun loungers, beach towels

Water View Cottage within Steps to Private Beach

10.0 out of 10, Exceptional, (59)
"Really enjoyed the stay. Had everything we needed and the location was perfect. Would absolutely do it there again."
Water View Cottage within Steps to Private Beach
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

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

10/10 Excellent
"I have stayed here before and looks like they have done some renovations to the property. nice and clean and very comfortable"
stephen 2-night trip
Posted 2 days ago
Aiden by Best Western Cape Cod - West Yarmouth

Find out more about Orleans

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:

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  • 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

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?

5 bedrooms ocean view estate overlooking cape cod bay: Visitors give good reviews to this Orleans vacation home rental, which is located on the waterfront and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books. Another good choice for your trip to Orleans is Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach.

How many vacation rentals are there in Orleans?

Choose from 305 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. Skaket Beach and Nauset 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.