South Orleans Vacation Rentals

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Sep 26 - Sep 27
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Sep 27 - Sep 28
This weekend
Sep 26 - Sep 28
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Oct 3 - Oct 5

Vacation Rentals in South Orleans

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)
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 ￥30,779
￥35,226 total
includes taxes & fees
Sep 30 - Oct 1
Edgewater Beach Resort, a VRI resort
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 ￥24,296
￥27,807 total
includes taxes & fees
Sep 28 - Sep 29
Brewster Green 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
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 ￥28,861
￥33,032 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, (224)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
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 ￥50,765
￥89,979 total
includes taxes & fees
Oct 13 - Oct 14
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
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, (25)
"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!
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 ￥104,675
￥191,783 total
includes taxes & fees
Oct 11 - Oct 12
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
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 ￥13,343
￥46,809 total
includes taxes & fees
Oct 1 - Oct 2
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Oceanfront Escape house on SeaView Beach, Dog-Friendly!
On the beach, sun loungers, beach umbrellas, beach towels

Oceanfront Escape house on SeaView Beach, Dog-Friendly!

9.8 out of 10, Exceptional, (121)
"We had a wonderful time on the Cape visiting with family from out of state. It was their first time on the Cape, and the location couldn't have been better! The host was kind and helpful. We would definitely stay here again. "
Oceanfront Escape house on SeaView Beach, Dog-Friendly!
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!
Dining

THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!

9.4 out of 10, Exceptional, (117)
"Exceptional location on Swan Lake. We enjoyed kayaking and biking every day. Our dog had a blast as well. Very gracious owner, gave us lots of good info."
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ OFF SEASON RATES!
Mermaid Cottage! beautiful propety!
Beach nearby, sun loungers, beach towels

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (104)
"Great property and location!"
Mermaid Cottage! beautiful propety!
beachfront cottage at Chases Ocean Grove
On the beach, sun loungers

beachfront cottage at Chases Ocean Grove

9.6 out of 10, Exceptional, (33)
"Beautiful cottage within feet of the beach and can walk to almost anything you may need. Great communication with the owner. "
beachfront cottage at Chases Ocean Grove
MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach
On the beach

MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach

9.6 out of 10, Exceptional, (51)
"We’d love to stay here again."
MAYFLOWER BEACH! Waterview Home with Central A/C Across from Mayflower Beach
Large waterfront home with direct beach access!
Fridge, microwave, oven, stovetop

Large waterfront home with direct beach access!

10.0 out of 10, Exceptional, (4)
"My friends and I had a wonderful stay at this property! It’s one of the most beautiful properties I’ve rented for a vacation, and the hosts were very responsive to our requests."
Large waterfront home with direct beach access!
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
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 South 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 1 day ago
Aiden by Best Western Cape Cod - West Yarmouth

Find out more about South Orleans

Find out more about South Orleans

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

  • View our selection of featured holiday rentals in South Orleans
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Look no further and take a look at our great range of rental properties in South Orleans!

Frequently asked questions

Can I find a vacation rental in South Orleans?

Yes, we offer vacation rentals close to popular sights in South Orleans, or you can go with a more remote option if you're looking for a relaxing stay. South Orleans is known for its seafood restaurants and beaches. Make sure you have time to check out the local tours while you're in the area.

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

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!: This vacation home near South Orleans is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in South Orleans?

With 35 Expedia vacation rentals, you're sure to find just the right place for your South Orleans stay.

What’s there to see and do in South Orleans?

Explore the area and family-friendly sights such as Cape Cod Lavender Farm, or get out into nature at a spot like Cape Cod Beaches. In the larger area, you’ll find Nickerson State Park and Skaket Beach.

What’s a vacation rental in South Orleans like?

Vacation rentals are private accommodations you can stay in for several days or longer in South Orleans. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience 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 a great choice for family trips.