South Orleans Vacation Rentals

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Vacation Rentals in South Orleans

Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (288)
"All around a great place to stay!"
United States
Samantha
$185 nightly
The price is $212
Nov 6 - Nov 7
Total with taxes and fees
Edgewater Beach Resort, a VRI resort
Holly Tree Resort
3.0 star property
9.0 out of 10, Wonderful, (359)
"We had a great stay!"
United States
Shelly
Holly Tree Resort
Riverview Resort
3.0 star property
9.2 out of 10, Wonderful, (166)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
United States
Kathleen
Riverview Resort
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (117)
"Super clean and a really large space! "
United States
Linda
$151 nightly
The price is $173
Oct 28 - Oct 29
Total with taxes and fees
Brewster Green Resort
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (323)
"Love that the restaurant and entertainment and all is in one it was cold and we stayed in and still enjoyed ourselves "
United States
Angela
The Cove at Yarmouth by VRI Americas
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 out of 10, Exceptional, (26)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
United States
Kristin
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (229)
"Wonderful stay. Cottage is very clean and the location can’t be beat. Will be back. "
United States
Kristin S.
Steps to the Ocean! Perfect Location!!!
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
10.0 out of 10, Exceptional, (38)
"I can’t say enough good things about this property! Beautifully decorated, well stocked kitchen, plenty of beach and pool towels, excellent location, tons of space for everyone to spread out, activities for kids, everyone had their own bathroom, helpful host - you can’t ask for anything more! Definitely the nicest property we ever stayed at!"
United States
Janet P.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Steps to a private beach in a classic Cape cottage. Pet-friendly!
8.8 out of 10, Excellent, (27)
"We had a great week. Location was perfect, steps from the beach. "
United States
Tim M.
Steps to a private beach in a classic Cape cottage. Pet-friendly!
beachfront cottage at Chases Ocean Grove
9.6 out of 10, Exceptional, (33)
"Such a cool place! Just a few feet from the beach, we began and ended each day in the sand. The location is also great for traveling to all the cape cod hot spots. The cottage is really sweet and cozy— we hope to be back! "
United States
trisha d.
beachfront cottage at Chases Ocean Grove
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (137)
"Great stay."
United States
Richard D.
Steps to the beach with an ocean view,
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
10.0 out of 10, Exceptional, (110)
"Great family time! Beautiful location right on the beach. "
United States
David A.
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Charming Waterview Victorian w/Cottages near beach, harbor & town
9.8 out of 10, Exceptional, (53)
"Great location for bars, shops and restaurants. Property was perfect for large group. Main home is 150 years old, which gives it character, but also means updates are needed."
United States
Mike M.
Charming Waterview Victorian w/Cottages near beach, harbor & town
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
9.4 out of 10, Exceptional, (117)
"Great choice. Location"
United States
Carol I.
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Gorgeous Cottage steps from the beach
8.4 out of 10, Very Good, (24)
"Location to town & beach was great. Cottage was listed accurate online. Communication with owner was welcoming. The cottage was a nice weekend get away."
United States
Lynn C.
Gorgeous Cottage steps from the beach
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
9.4 out of 10, Exceptional, (30)
"Nice little spot to get away for a few days. Great location, very accommodating. "
United States
Tim B.
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
10.0 out of 10, Exceptional, (63)
"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! "
United States
Mary Jane G.
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Walk To Beach - Comfortable 2BR Cottage
9.6 out of 10, Exceptional, (35)
"My friend and I spent 3 nights here while we explored this area of Cape Cod and Martha’s Vineyard. Clean and had what we needed!"
United States
Jill B.
Walk To Beach - Comfortable 2BR Cottage
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
10.0 out of 10, Exceptional, (73)
"Great spot"
United States
Eugene P.
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Great Couples Summer Getaway
10.0 out of 10, Exceptional, (68)
"Great stay that exceeded our expectations. Beautiful space. Fun and kind host. Exceptionally neat. Perfect area - central and very calm. Great suggestions - restaurants and beaches and biking. Shower outdoors/stairs may be issue for older people but was a fun part for us."
United States
Andrew B.
Great Couples Summer Getaway
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

Find out more about South Orleans

Everything you need to know about South Orleans vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Orleans vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Orleans vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Orleans vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Orleans. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Orleans in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $173 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Orleans rentals

At Expedia, we put the best South Orleans vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Orleans rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Orleans vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Orleans. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 rental 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 31 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 West Dennis Beach, 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.