South Orleans Vacation Rentals

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Vacation Rentals in South Orleans

Holly Tree Resort by VRI Americas
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, 303 reviews
"It was cute and fun, the room was big enough for two. We liked it "
Holly Tree Resort by VRI Americas
Cape Winds Resort by VRI Americas
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, 397 reviews
"Very accommodating!"
The price is ￥24,150
￥27,641 total
includes taxes & fees
Jun 16 - Jun 17
Cape Winds Resort by VRI Americas
Oceanfront Cape Cod Vacation Rental: Beach Access!
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, 47 reviews
"Property was lovely as advertised. Oceanfront, clean, spacious. Nothing beats hearing the crashing waves at night on the upstairs bedroom patio. Highly recommended!"
Oceanfront Cape Cod Vacation Rental: Beach Access!
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, 110 reviews
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
The price is ￥70,524
￥116,849 total
includes taxes & fees
Jun 28 - Jun 29
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Quaint condo near private beach access with fireplace - close to dining
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, 40 reviews
"Enjoyed our stay in Dennis Port. Vacasa was very good about communication before, during, and after our stay."
The price is ￥19,005
￥60,680 total
includes taxes & fees
Jun 27 - Jun 28
Quaint condo near private beach access with fireplace - close to dining
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, 174 reviews
"Location is great - steps from the beach, and with a view. Well appointed, comfortable."
Steps to the Ocean! Perfect Location!!!
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
2 bedrooms, internet, bed sheets
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, 33 reviews
"All the things we needed: beach, comfortable place to sleep, eat and shower. Appreciated the extra beach chairs! Plenty of towels for showering. Plenty of movies and games if there’s a bad weather day - we were lucky to have none of those! We hope to return. Thanks for sharing your place!"
The price is ￥18,662
￥67,979 total
includes taxes & fees
Jun 20 - Jun 21
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, 153 reviews
"Right on the beach and a great location. Small but has all you need!"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Cozy beachfront cottage at Chases Ocean Grove
On the beach, sun loungers
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, 11 reviews
"My friend and I had a wonderful time at your cottage. My friend had not visited the Cape in a long time so it was fun for both of us to go exploring. And it was great that the cottages were right on the beach so we did not have to drive anywhere to soak up the sunshine."
Cozy beachfront cottage at Chases Ocean Grove
Cape Cod Vacation Home Rental - Walk to Beach
TV, DVD player
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, 7 reviews
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
TV, books
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, 5 reviews
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is ￥265,339
￥440,769 total
includes taxes & fees
Jun 20 - Jun 21
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Fridge, microwave, oven, stovetop
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, 20 reviews
"Everything we wanted and more! Located right up the road from the beach. Very cozy feel inside with a fenced in back yard and a fire place! If your looking for a more personal stay at the cape, this is the spot!!!"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Beach nearby, sun loungers, beach towels
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, 126 reviews
"This property is an outstanding vacation home! The house was very accommodating and had an amazing array of amenities. It was very close to a nice beach and a short drive to other attractions. The hosts were very gracious and welcoming. They were extremely helpful and responsive to any questions we had. We would highly recommend a stay in this beautiful home that is in a lovely and convenient location!"
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Beach | Beach nearby, sun loungers, beach towels
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
8.4 out of 10, Very Good, 7 reviews
"We recently stayed there for a week on the shoulder season this fall. First few days were cold and rainy, but putting a kettle on kept the place comfortable and warm. Even provided extra blankets for cold nights. We had everything we needed right there and sat outside on sunny days and even got in a beach day when the weather got into the 70's later in the week. Central to the Cape and steps away from the ocean, made for a lasting memory for us and our puppy!"
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
Property grounds
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
10.0 out of 10, Exceptional, 21 reviews
"We had a lovely stay - the house was perfect and had everything you would need. The location overlooking the pond was beautiful. Great access to beach, restaurants and other activities. Thanks!"
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, 39 reviews
"This worked out perfectly for a spring getaway. Clean updated property in a great location. Thank you."
The price is ￥28,228
￥69,279 total
includes taxes & fees
Jun 16 - Jun 17
Lovely Cape Cottage 2 bedroom with private beach and central air.
Steps to the beach with an ocean view,
Beach | Beach nearby, sun loungers, beach towels
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, 98 reviews
"The cottage is adorable, clean and spacious. Clear instructions prior to arrival. So peaceful to sit on the deck and hear the waves crashing, read a book, just hang out and relax. Main Street is a couple blocks away from the cottage really cute town. Thank you Tom and Kerrie will definitely stay again next time we visit Cape Cod!! :)"
Steps to the beach with an ocean view,
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
Beach nearby, sun loungers
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
9.2 out of 10, Wonderful, 85 reviews
"This is a true get a way for 2. Larry was informative and hospitable. What a view!"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST WATERFRONT VALUE ~ 3 NIGHT MINIMUM STAY!
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Fridge, microwave, oven, stovetop
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
10.0 out of 10, Exceptional, 4 reviews
"Beautiful place to stay, newly renovated, enjoyed being in Orleans. My young adult daughter enjoyed it, too. We made popovers in the kitchen to bring to a relative's house - kitchen even had muffin pans, so we were good to go."
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
View from property
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, 98 reviews
"We had a wonderful time. You cannot beat the basically private beach in the backyard - ideal for kids and family’s! The host was incredibly responsive, the house was exactly as pictured online. Very clean, very spacious and the game room downstairs was a big hit!"
The price is ￥172,345
￥282,680 total
includes taxes & fees
Jun 16 - Jun 17
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
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See all available properties in South Orleans
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.

Other types of properties in South Orleans you may be interested in

Bayside Resort Hotel
Front of property
Bayside Resort Hotel
3.0 star property
8.8 out of 10, Excellent, 1,030 reviews
"It has 2 pools, it has a nice quiet patio with fire places, the breakfast was great, and the service staff was great."
The price is ￥28,228
￥32,307 total
includes taxes & fees
Jun 18 - Jun 19
Bayside Resort Hotel
Cape Sands Inn
Room, 2 Queen Beds, Bay View | Internet, bed sheets, alarm clocks
Cape Sands Inn
2.5 star property
8.4 out of 10, Very Good, 966 reviews
"Love it clean "
The price is ￥16,717
￥19,134 total
includes taxes & fees
Jun 20 - Jun 21
Cape Sands Inn
Chatham Bars Inn
Seasonal outdoor pool
Chatham Bars Inn
5.0 star property
9.2 out of 10, Wonderful, 698 reviews
"Best place ever. "
The price is ￥133,963
￥160,987 total
includes taxes & fees
Jun 17 - Jun 18
Chatham Bars Inn
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.

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?

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill: This vacation home near South Orleans is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.

Recent reviews of South Orleans properties
Expedia verified reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

5/5 Excellent
"Super convenient to ferry. Staff was friendly and check in was smooth and quick. Rooms have been updated and I would give this more like a four star than a three star rating…"
A verified traveler stayed at Hyannis Harbor Hotel
Posted 2 days ago
Hyannis Harbor Hotel