South Orleans Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in South Orleans

"Pam was an excellent host. The house is in a great location and served as a perfect home base for my group over 4th of July Weekend."

HK$6,963 total

includes taxes & fees

15 Jul - 16 Jul

"Great location"

"We had a great stay. The location was perfect for visiting family, beach, and downtown Chatham. The house was spotless. We wouldn't hesitate to stay again!"

HK$5,903 total

includes taxes & fees

18 Jul - 19 Jul

HK$5,974 total

includes taxes & fees

15 Jul - 16 Jul

"Nice, clean property. We all slept comfortably and had a great, fun stay at a quiet location. The hosts were very informative, kind and communicative. We will definitely be staying here in the future. Thank you again for a pleasurable experience from beginning to end!"

HK$12,227 total

includes taxes & fees

21 Jul - 22 Jul

"This house is like brand new and so clean. Well stocked with basics like glasses, dishes, pots and pans. The owner is very responsive and helpful!!"

HK$5,023 total

includes taxes & fees

17 Jul - 18 Jul

"Space was great for our family/friends gathering Location perfect for events we were attending on the Cape"

HK$10,705 total

includes taxes & fees

14 Jul - 15 Jul

"Property was clean and as described in the listing, owner was communicative and easy to check in"

HK$24,509 total

includes taxes & fees

14 Jul - 15 Jul

"The property was very nice and the host was very responsive. Would definitely stay there again."

HK$8,391 total

includes taxes & fees

7 Aug - 8 Aug

"We had a great stay at the Pond House. Everything was clean and functional. Beds were extremely comfortable! Nice spot for a two night stay."

HK$5,718 total

includes taxes & fees

24 Jul - 25 Jul

"This house is beautifully decorated, especially the main floor. The screened-in porch was so relaxing. We all enjoyed the pool and the lovely patio area surrounding it. The beds were all uncomfortable. The sheets on one of the beds were very dirty upon arrival. "

HK$13,844 total

includes taxes & fees

15 Jul - 16 Jul

HK$6,976 total

includes taxes & fees

16 Jul - 17 Jul

"Quick winter getaway with another couple celebrating a birthday, also. Everything was perfect. The view was gorgeous.The house was adorable, even in the dead of winter.Can't even imagine how great it would be in the summertime."

"Great stay. Kind extra touches of hospitality appreciated!"

HK$6,928 total

includes taxes & fees

17 Jul - 18 Jul

"The house was very comfortable, we had a great time. The fire pit and game room were fun,location was great for us. "

HK$16,980 total

includes taxes & fees

10 Aug - 11 Aug

"Very well kept host was charming."

HK$9,225 total

includes taxes & fees

22 Jul - 23 Jul

"We had a perfect three night stay. The house is well appointed with comfortable beds, sheets, and towels. We used the bikes and kayaks and everything was in working order. We would gladly stay again!"

HK$8,975 total

includes taxes & fees

28 Jul - 29 Jul

"We had a lovely stay at the Hideaway beach front property! This property is in a breathtaking location, with gorgeous views from the house and deck, along with easy access to the beach for leisurely walks and sunset views. We were so happy to be able to bring our dog along , he absolutely loved it as well! Very easy check in/out process, along with easy and personable communication with our host! Thank you, Tara, we would definitely recommend and would love to come back!"

HK$8,883 total

includes taxes & fees

17 Jul - 18 Jul

"Everything was great clean beautiful house as advertised "

HK$6,593 total

includes taxes & fees

21 Jul - 22 Jul

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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!

Recent reviews of South Orleans properties

Americas Best Value Inn & Suites Hyannis Cape Cod

5/5 Excellent

"I was there for a 2 day fishing trip and it was perfect. Best shower I've ever had and that's exactly what you need after a full day of ocean fishing. I'll be back"

A verified traveller stayed at Americas Best Value Inn & Suites Hyannis Cape Cod

Posted 18 hours ago

5/5 Excellent

"We’ve stayed here a few times because we really like the amenities. The indoor pool and hot tub are great, and the small saunas in the men and women’s rooms are nice. There is a small bar in the hotel covered in dollar bills with people’s notes on them which is a fun addition! We had a misunderstanding with the staff that involved extending our stay by a day, and they booked the wrong night so we ended up having to find somewhere else to stay last minute which was very frustrating. However the staff had me leave my information and said they would comp a night for us. Hopefully that actually happens but we will see! Other than that everything was great! We got a whirlpool room and there was champagne waiting for us for our anniversary. We love the outdoor pool and enjoyed the outdoor bar as well!"

A verified traveller stayed at Bayside Resort Hotel

Posted 5 days ago

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All accommodation types in South Orleans

Frequently asked questions

Can I find a holiday rental in South Orleans?

Yes, there are holiday rentals close to the most popular sights in South Orleans, or you can select a more secluded 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 holiday rentals that South Orleans has to offer?

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach: This holiday home rental outside of South Orleans offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in South Orleans?

With 36 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Nickerson State Park and Skaket Beach.

What’s a holiday rental in South Orleans like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South Orleans. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.

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South Orleans Holiday Rentals

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Check prices for these dates

Holiday Rentals in South Orleans

Chatham 3 Bedroom/2 Bath Retreat

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quiet South Chatham 2-Bedroom House, Close To Beaches

Jaws Nest~Dog Friendly~Oceanside Beauty

Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!

National Seashore/Updated/Game Room~Blue Pearl

Newly Renovated Guest House For 10 Near The Beach!

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Cape Cod Sunscape.

Pond House~Waterfront Oasis W/Jacuzzi Tub

Eastham is Cape Cod’s best kept secret!

Gray Whale - 3 bedrm/2 bath/gameroom

Beachfront~Seaside Sea-duction-Dog Friendly

Ebb Tide~3b/2b and dog friendly for 2-10

Modern Family Getaway In Harwich

New! Island Pines-A Dog Friendly Boutique Oasis

🐚Shell City on Lt Island

New! High Tide Hideaway: Waterfront/Dog-Friendly

Luxe Lakefront Retreat ★ Sauna ★ Media Rm ★ Kayaks ★ Bikes ★ Steps to Bike-Path★

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Find out more about South Orleans

Recent reviews of South Orleans properties

Americas Best Value Inn & Suites Hyannis Cape Cod

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Hyannis Travel Inn

Hyannis Inn

Sunbird Cape Cod Resort

Margaritaville Resort Cape Cod

Bayside Resort Hotel

GuestLodge

Comfort Inn Hyannis - Cape Cod

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Frequently asked questions