South Orleans Vacation Rentals

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Vacation Rentals in South Orleans

Chatham 3 Bedroom/2 Bath Retreat

9.0 out of 10, Wonderful, (44)
"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."
The price is CA $686
CA $1,244 total
includes taxes & fees
Aug 12 - Aug 13
Chatham 3 Bedroom/2 Bath Retreat

New! Chatham Cottage- 1 Mile to Downtown & Beaches

10.0 out of 10, Exceptional, (6)
"My wife and I thoroughly enjoyed our stay. The house was well furnished and quite comfortable. The owner was very responsive with answers to our questions. We highly recommend this property."
The price is CA $564
CA $1,093 total
includes taxes & fees
Aug 19 - Aug 20
New! Chatham Cottage- 1 Mile to Downtown & Beaches

4-bedroom Vacation Home Less Than 1 Mile to Nauset Beach, AC, Fire-Pit

9.2 out of 10, Wonderful, (15)
"House was well stocked and great location to the beach!"
The price is CA $803
CA $1,678 total
includes taxes & fees
Jul 25 - Jul 26
4-bedroom Vacation Home Less Than 1 Mile to Nauset Beach, AC, Fire-Pit

The Pet-Friendly Surf Shack Hideaway on the Cove

10.0 out of 10, Exceptional, (19)
"Beautiful home, great location , quiet , pictures do not convey how nice the property is. "
The price is CA $685
CA $1,293 total
includes taxes & fees
Aug 14 - Aug 15
The Pet-Friendly Surf Shack Hideaway on the Cove

Jaws Nest~Dog Friendly~Oceanside Beauty

Jaws Nest~Dog Friendly~Oceanside Beauty

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

9.0 out of 10, Wonderful, (2)
"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!"
The price is CA $1,223
CA $2,138 total
includes taxes & fees
Jul 22 - Jul 23
Beachside Bliss: Modern Comfort Steps from Scenic Trails, Sleeps 10!

Newly Renovated Guest House For 10 Near The Beach!

10.0 out of 10, Exceptional, (4)
"Space was great for our family/friends gathering Location perfect for events we were attending on the Cape"
The price is CA $1,060
CA $1,925 total
includes taxes & fees
Jul 22 - Jul 23
Newly Renovated Guest House For 10 Near The Beach!

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

10.0 out of 10, Exceptional, (13)
"Property was clean and as described in the listing, owner was communicative and easy to check in"
The price is CA $2,471
CA $4,264 total
includes taxes & fees
Jul 22 - Jul 23
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Cape Cod Sunscape.

10.0 out of 10, Exceptional, (15)
"The property was very nice and the host was very responsive. Would definitely stay there again."
The price is CA $778
CA $1,467 total
includes taxes & fees
Aug 7 - Aug 8
Cape Cod Sunscape.

Pond House~Waterfront Oasis W/Jacuzzi Tub

10.0 out of 10, Exceptional, (6)
"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."
The price is CA $482
CA $994 total
includes taxes & fees
Jul 24 - Jul 25
Pond House~Waterfront Oasis W/Jacuzzi Tub

Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!

9.8 out of 10, Exceptional, (7)
"We loved staying here. The backyard and all the separate spaces made our stay with extended family a perfect location for our vacation. We hope to come back next summer."
The price is CA $1,510
CA $2,601 total
includes taxes & fees
Aug 16 - Aug 17
Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!

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

8.0 out of 10, Very good, (2)
"Great stay. Kind extra touches of hospitality appreciated!"
The price is CA $612
CA $1,215 total
includes taxes & fees
Aug 1 - Aug 2
Ebb Tide~3b/2b and dog friendly for 2-10

Modern Family Getaway In Harwich

9.8 out of 10, Exceptional, (6)
"The house was very comfortable, we had a great time. The fire pit and game room were fun,location was great for us. "
The price is CA $1,819
CA $3,112 total
includes taxes & fees
Aug 10 - Aug 11
Modern Family Getaway In Harwich

New! Island Pines-A Dog Friendly Boutique Oasis

9.6 out of 10, Exceptional, (8)
"Very well kept host was charming."
The price is CA $962
CA $1,613 total
includes taxes & fees
Jul 22 - Jul 23
New! Island Pines-A Dog Friendly Boutique Oasis

🐚Shell City on Lt Island

9.4 out of 10, Exceptional, (6)
"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!"
The price is CA $744
CA $1,480 total
includes taxes & fees
Jul 27 - Jul 28
🐚Shell City on Lt Island

New! High Tide Hideaway: Waterfront/Dog-Friendly

10.0 out of 10, Exceptional, (3)
"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!"
The price is CA $936
CA $1,852 total
includes taxes & fees
Jul 28 - Jul 29
New! High Tide Hideaway: Waterfront/Dog-Friendly

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

The price is CA $754
CA $1,508 total
includes taxes & fees
Jul 31 - Aug 1
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

9.6 out of 10, Exceptional, (43)
"Everything was great clean beautiful house as advertised "
The price is CA $313
CA $939 total
includes taxes & fees
Jul 22 - Jul 23
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

The price is CA $781
CA $1,282 total
includes taxes & fees
Jul 30 - Jul 31
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

9.8 out of 10, Exceptional, (55)
"Great location. Easy access to shopping and restaurants. Owner very accomodating and friendly!!"
The price is CA $754
CA $1,434 total
includes taxes & fees
Aug 5 - Aug 6
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
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

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 rental near South Orleans offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in South Orleans?

With 36 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.