Search Cottages in South Orleans

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Compare 303 Cottages in South Orleans with updated reviews, rates, and availability.

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

9.6 out of 10, Exceptional, (100)
"A very comfortable few days on the mid-Cape. Great location, great little cottage. Quiet, private, clean. I'd do it again!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Cozy 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. "
Cozy beachfront cottage at Chases Ocean Grove

Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks

10.0 out of 10, Exceptional, (87)
"Very clean very nice perfect for a couple nice location very safe neighborhood would recommended highly"
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks

Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

10.0 out of 10, Exceptional, (12)
"We greatly appreciate our hosts work with this cozy cottage. Indoor outdoor space was great for our family. Outdoor shower was a great bonus. Easy breeze into town or to Ridgevale Beach where our kids chased crabs for hours. Many thanks!"
Cozy Chatham Cottage walk to Hardings ⛱️ , Restaurants & downtown.

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (57)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.

Charming Bayside Waterfront Cottage in Welfleet

9.4 out of 10, Exceptional, (63)
"We've rented all sorts of properties in Wellfleet over the years, and this one is among the most attractive. The kayaks are very good to have, but you can use them only with high tide."
Charming Bayside Waterfront Cottage in Welfleet

On Town Cove with salt water access! Kayak and paddle board available for use!

9.8 out of 10, Exceptional, (50)
"Very clean, convenient location, short walk to water access, great place to enjoy the off season with everything you need to “eat-in.” Catching the Northern Lights was a great bonus. "
On Town Cove with salt water access! Kayak and paddle board available for use!

Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

8.0 out of 10, Very Good, (15)
"I found this sweet place to get away to after loosing my husband of 35yrs. It was the perfect place for me...just peaceful, quaint, abundant with flowering window boxes on the cottages, and the nicest hosts...Mary and Marianne,"
Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!

9.4 out of 10, Exceptional, (83)
"My daughters and I were in town for the annual Christmas Stroll. Sharon's house is adorable, clean, comfortable and you cannot beat the location. Very close to town and the the fish market where we purchased steamed and cracked lobster for our dinner. We enjoyed walking down to White Pond to watch the gorgeous sunset. Street is tucked away off of Rte 28 on a quiet road. Fabulous and festive weekend. "
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!

Fire Pit, Walk to Beach: Waterfront Hyannis Gem

9.8 out of 10, Exceptional, (20)
"Place was clean and easy to access, lots of amenities and the owner was great to deal with. "
Fire Pit, Walk to Beach: Waterfront Hyannis Gem

Waterfront Cottage Steps to Private Beach! (2052)

9.2 out of 10, Wonderful, (34)
"Great time everything was perfect "
Waterfront Cottage Steps to Private Beach! (2052)

Lovely Dennis Cottage - Walk to Beach!

10.0 out of 10, Exceptional, (5)
"The house is well loved like it's a second home. Beds and bedding are super comfortable, very clean, well stocked and decorations are charming. We liked the central location since our intention was to explore all of Cape Cod but it is definitely a 'drive to your destination' location. It does only have one bathroom but lots of sleeping space. Nice and quiet."
Lovely Dennis Cottage - Walk to Beach!

Sweet clapboard cottage that is walk to the beach and downtown!

9.4 out of 10, Exceptional, (6)
"The cottage was nicely appointed, had everything we needed for a week’s stay. The best location, walked or biked to everything. Would definitely stay here again."
Sweet clapboard cottage that is walk to the beach and downtown!

Tranquil Views of Drummer Cove (1321)

9.6 out of 10, Exceptional, (18)
"We also stayed in this house 2 years ago. We love the quiet location and the view is amazing. We never stayed on the Cape during off season before. It was nice to not have the usual crowds but we got there just before a lot of places were closing up for the season. The house is very clean and comfortable. The kitchen is well equipped and we enjoyed doing the jigsaw puzzles. Our only complaint is that the dirt road to the house is in bad shape. Fortunately we have an SUV."
Tranquil Views of Drummer Cove (1321)

3min walk to Bayview Beach| 1 mile to Main St Hyannis

9.0 out of 10, Wonderful, (6)
"Location is wonderful. Very walkable!"
3min walk to Bayview Beach| 1 mile to Main St Hyannis

Cottage at Chases Ocean Grove - short walk to beach

9.0 out of 10, Wonderful, (2)
"We stayed off-season. The cottage is right on Old Wharf Rd, which could be noisy in the summer, but was very quiet in September. The cottage is nicely ventilated with windows that permit cross breezes. There's an easy and safe stroll to the beach. The cottage was very clean and decently equipped. The bathroom is tight but adequate. We found the beds to be a bit too soft. I did not know whether blankets would be provided - they are. However, you need to bring dishtowels as well as bath...
Cottage at Chases Ocean Grove - short walk to beach

Steps To Bay at Campground Beach, A/C, Heat,Wifi, Outdoor Shower, Gas Grill

10.0 out of 10, Exceptional, (40)
"This is our second time staying at this property for Thanksgiving weekend. It is the perfect size for a family of 3, is well appointed, and the location (steps to Campground beach) can't be beat. We hope to be back! "
Steps To Bay at Campground Beach, A/C, Heat,Wifi, Outdoor Shower, Gas Grill

Beautiful home with ocean-view, patio, grill, W/D, & close to Nauset Beach

8.0 out of 10, Very Good, (12)
"Back door would not lock smoke detector did not work. First time to tge area maybe those things are common. Great location "
Beautiful home with ocean-view, patio, grill, W/D, & close to Nauset Beach

Captain's Quarters by Nauset Beach

10.0 out of 10, Exceptional, (6)
"Tara communicated throughout the our stay to make the it quick and easy. The cottage is very clean, has more than adequate supplies for longer stays. Has various information pamphlets, cleaning supplies, games for kids. Nothing negative even comes to mind about our stay. Would and will use again! Thank you Tara"
Captain's Quarters by Nauset Beach
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 property types in South Orleans

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (255)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI resort

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (295)
"Nice place"
The Cove at Yarmouth by VRI Americas

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (198)
"This cottage was perfect for me, my husband, and two adult daughters. It is exactly as advertised and the owner is very communicative and helpful recommending local restaurants, etc. We definitely would stay here again if we travel to the Cape. The beach is very close and we could see the water from the cottage. Great location! "
Steps to the Ocean! Perfect Location!!!
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

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