South Orleans Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in South Orleans

🐚The Bay Cottage on Thumpertown Beach
9.8 out of 10, Exceptional, (11)
"My group and I had another wonderful stay at the Bay Cottage! The space is sparkling clean when we arrived and the location cannot be beat. Tara is also very responsive and attentive which makes for an even better stay!"
United States
Sophia I.
The price is AU$595
includes taxes & fees
26 Oct - 27 Oct
🐚The Bay Cottage on Thumpertown Beach
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (117)
"Super clean and a really large space! "
United States
Linda
The price is AU$346
includes taxes & fees
23 Oct - 24 Oct
Brewster Green Resort
Edgewood on Campground Beach/Steps to the Sand
10.0 out of 10, Exceptional, (9)
"Wonderful location and lovely stay at the cottage. Would book again!"
United States
MelanieC
The price is AU$667
includes taxes & fees
23 Oct - 24 Oct
Edgewood on Campground Beach/Steps to the Sand
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.6 out of 10, Exceptional, (29)
"Great visit! Clean property a bit tucked in the woods but overall close to everything and a great spot for the price!"
United States
Christian B.
The price is AU$544
includes taxes & fees
3 Nov - 4 Nov
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (24)
"Very nice house and neighborhood. We enjoyed our stay very much and hope to return next year!"
United States
Lisa D.
The price is AU$1,002
includes taxes & fees
18 Nov - 19 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (99)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
United States
Mike D.
The price is AU$638
includes taxes & fees
27 Oct - 28 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Captain's Quarters by Nauset Beach
10.0 out of 10, Exceptional, (6)
"Cape Cod cottage close to the beach."
United States
Bill B.
The price is AU$867
includes taxes & fees
23 Oct - 24 Oct
Captain's Quarters by Nauset Beach
The Breeze on Minister's Pond
10.0 out of 10, Exceptional, (25)
"We had a lovely time at the Breeze for a few days away from NYC. Tara was a great host and provided us with everything we needed so we had more time to relax and enjoy the area. Will definitely be back to explore the area more!"
United States
Jackson v.
The price is AU$601
includes taxes & fees
23 Oct - 24 Oct
The Breeze on Minister's Pond
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
10.0 out of 10, Exceptional, (28)
"We had a wonderful time and great weather!!!"
United States
Peter C.
The price is AU$664
includes taxes & fees
3 Nov - 4 Nov
Cape Cod Beach Cottage-2 bdrm, 1 bath, full kitchen and two minute walk to beach
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.8 out of 10, Exceptional, (22)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is AU$665
includes taxes & fees
3 Nov - 4 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Stylish 2nd floor Ocean Edge condo
9.8 out of 10, Exceptional, (9)
"Fine clean quiet place to spend the night."
United States
Frederick K.
The price is AU$623
includes taxes & fees
25 Oct - 26 Oct
Stylish 2nd floor Ocean Edge condo
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
The price is AU$780
includes taxes & fees
23 Oct - 24 Oct
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Seaside Getaway - Harwichport Beachhouse
9.8 out of 10, Exceptional, (9)
"Great location great property"
United States
Glenn M.
The price is AU$645
includes taxes & fees
24 Oct - 25 Oct
Seaside Getaway - Harwichport Beachhouse
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
Cozy Large Home in Harwich with Patio near Wequassett Resort
9.8 out of 10, Exceptional, (11)
"We had a great time here - the kids’ room is truly special!"
Canada
Aravind
The price is AU$813
includes taxes & fees
26 Oct - 27 Oct
Cozy Large Home in Harwich with Patio near Wequassett Resort
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is AU$585
includes taxes & fees
5 Nov - 6 Nov
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
10.0 out of 10, Exceptional, (2)
"Cosy retreat with pond view. Great for canoeing with the dog. Sweet porch for reading and morning coffee. Tara was an excellent host who communicated immediately and went well above and beyond to correct an issue that was out of her control.A great central location that allowed us to roam freely to our favorite beaches, hikes, and restaurants. We will gladly return in the future. "
United States
Anne P.
The price is AU$595
includes taxes & fees
26 Oct - 27 Oct
Pondside/Kayak/Firepit/Dog Friendly~Willow Haven
Sand Bar-Dog Friendly on Cooks Brook Beach
10.0 out of 10, Exceptional, (20)
"The house was comfortable and proximity to the beach was great. Hosts were attentive and friendly. Thanks for a great stay"
United States
M G.
The price is AU$759
includes taxes & fees
27 Oct - 28 Oct
Sand Bar-Dog Friendly on Cooks Brook Beach
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (20)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is AU$785
includes taxes & fees
3 Nov - 4 Nov
The Pet-Friendly Surf Shack Hideaway on the Cove
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AU$794
includes taxes & fees
6 Nov - 7 Nov
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Orleans Hotel Reviews

Find out more about South Orleans

Everything you need to know about South Orleans holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Orleans holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Orleans holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Orleans holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Orleans holiday rentals we have selected for you start as low as AU$265 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Orleans rentals

At Expedia, we put the best South Orleans holiday 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 holiday.

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 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?

Oceanfront Escape house on SeaView Beach, Dog-Friendly!: This holiday home rental outside of South Orleans is located on the beach, and has a private balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in South Orleans?

With 31 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 Skaket Beach. In the wider area, you’ll find Nickerson State Park and Ocean Edge Golf Club.

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.