Holiday Rentals in South Orleans

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Holiday Rentals in South Orleans

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (257)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
Edgewater Beach Resort, a VRI resort

Courtyard Resort

3.0 star property
8.4 out of 10, Very good, (50)
"Clean, right near Main St, Hyannis. Disliked no housekeeping."
The price is €111
includes taxes & fees
10 Mar - 11 Mar
Courtyard Resort

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (223)
"My kids love playing in the racquetball center because they can play tennis (and pickleball), basketball, kids game room, and the arcade. There is also activities throughout the day in the activity room for pretty cheap. If you get bored there’s games, puzzles and movies to borrow and bring back to your room. We loved that the indoor pool was open late on the weekend and it was a nice 86 degrees. The hot tub was clean and so were the saunas."
The price is €143
includes taxes & fees
5 Mar - 6 Mar
The Cove At Yarmouth

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

9.6 out of 10, Exceptional, (123)
"Nice place, convenient to everything. We would definately stay here again"
The price is €414
includes taxes & fees
2 Mar - 3 Mar
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (299)
"Furniture in room could be updated."
The Cove at Yarmouth by VRI Americas

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (97)
"Spacious, clean, comfortable"
The price is €151
includes taxes & fees
6 Mar - 7 Mar
Brewster Green Resort

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (341)
"Great place to stay, highly recommend to anyone, only 1.5 hours to Boston and only a few minutes to the ferries to M.V and Nantucket. quiet & safe place. Laundry is only $2 a pop. Bed was very comfortable couch was a bonus, having a kitchen was handy. Shops and good coffee close by."
Holly Tree Resort

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
beachfront cottage at Chases Ocean Grove

Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

8.8 out of 10, Excellent, (18)
"Could use some updates and repairs but overall a nice cottage close to the ocean / beach, shopping and restaurants. Outdoor shower was great and nice hot water! Furniture in living space could be better. More comt seating and the table and chairs inside weren't needed and just took up space. Extra countertop would be good as it was hard to cook and the stove needs to be leveled. Some kind of high top bar with stools would have been great and a different arrangement with the living room...
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (111)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,

HARWICH PORT SPECIAL PLACE inquire about long-term

6.4 out of 10, (16)
"I highly recommend this place and look forward to rebooking it. The place has everything you need except for toilet paper, paper towels, bath soap, working lightbulbs in some parts of the rooms like the dining room near the kitchen, and most importantly, an a/c in the upstairs attic bedroom space (2 fans are provided and it was warm) as well as an actual body mirror as the one in the linen closet which was hidden out of sight and blurred). communication with host was ok not great and not...
HARWICH PORT SPECIAL PLACE inquire about long-term

Oceanfront home with great views, deck, grill & beach access - dog-friendly

8.8 out of 10, Excellent, (71)
"Off the beaten path and quiet, the perfect Cape getaway. The house was clean and well equipped, the check in and check out processes were seamless. Would book this home again in a heartbeat"
Oceanfront home with great views, deck, grill & beach access - dog-friendly

Quaint condo near private beach access with fireplace - close to dining

8.8 out of 10, Excellent, (53)
"Nice stay but there was poor communication about the unit number and access code. Be sure to get exact address and unit number before arriving. "
The price is €281
includes taxes & fees
2 Mar - 3 Mar
Quaint condo near private beach access with fireplace - close to dining

Steps to Beach 4-5 Bedrooms w/Central A/C

9.8 out of 10, Exceptional, (54)
"We loved the house and location. Had all the space we needed. Outdoor shower was perfect! A must have. There were lots of extras, like beach chairs. A really nice place with a beautiful outdoor space!"
Steps to Beach 4-5 Bedrooms w/Central A/C

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (108)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
The price is €1,017
includes taxes & fees
2 Mar - 3 Mar
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

4 Bed 2 Bath Ranch 7/10th mile from Cape's best beach on quite circle

6.0 out of 10, (1)
"Great Space for larger family. Needs a bit of inside TLC. Didn't seem to have had its deep clean for the season - spiders, dust webs on walls and wall art. Kitchen cabinets need clean & relining. Outside light on front stairs was out. Front stairs need a railing. Window AC's had very dirty filters, living room AC was very noisy and made all the lights flicker - ended up turning it off. Wi-Fi didn't work with anyones phones. Refrigerator needs replacement definitely. Small spiders all over king...
4 Bed 2 Bath Ranch 7/10th mile from Cape's best beach on quite circle

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

9.6 out of 10, Exceptional, (89)
"Beautiful home! Check in was easy. I had a quick question and the host answered very promptly and was super nice ! House was very clean and the electric fireplace was a plus! We will definitely stay here again! "
The price is €405
includes taxes & fees
10 Mar - 11 Mar
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Pond Front Home with Private Dock!

9.8 out of 10, Exceptional, (42)
"It was fun!!"
Pond Front Home with Private Dock!
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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Other types of properties in South Orleans you may be interested in

Margaritaville Resort Cape Cod

4.0 star property
8.4 out of 10, Very good, (81)
"The staff was extremely friendly and helpful "
The price is €195
includes taxes & fees
2 Mar - 3 Mar
Margaritaville Resort Cape Cod

Bayside Resort Hotel

3.0 star property
8.8 out of 10, Excellent, (1280)
"The staff was super sweet, friendly and helpful. The breakfast setup was wonderful, something for everyone. The pool area was always kept clean and nice. And we loved the Moby Dick Pub. Centrally located to everything needed. Will stay here again! "
The price is €113
includes taxes & fees
12 Mar - 13 Mar
Bayside Resort Hotel

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (745)
"We loved our weekend getaway to the Chatham Bars Inn! What a beautiful place, and they keep it warm and cozy in the winter. The food, drinks, and fireplaces were all wonderful. Highly recommend!"
The price is €388
includes taxes & fees
5 Mar - 6 Mar
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.

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?

HARWICH PORT SPECIAL PLACE inquire about long-term : This holiday home rental outside of South Orleans is located next to a golf course, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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 garden.

How many holiday rentals are there in South Orleans?

With 32 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.