Search Vacation Homes in South Wellfleet

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Vacation Homes in South Wellfleet

3 Mi to Beach: Historic Farmhouse on Cape Cod!
Fridge, microwave, stovetop, dishwasher

3 Mi to Beach: Historic Farmhouse on Cape Cod!

9.4 out of 10, Exceptional, (3)
"Wonderful Stay. Home was very clean, well stocked and convienient to shops and restaurants. Beds were comfortable and the home fit our family well."
3 Mi to Beach: Historic Farmhouse on Cape Cod!
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Enjoy a meal under the stars at our seaside dining area, where umbrellas provide shade and ocean views.

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (161)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
$326 nightly
The price is $373
Aug 14 - Aug 15
Total includes taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Escape to a serene beach paradise with calm seas and endless horizons.

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

10.0 out of 10, Exceptional, (2)
"Location is very convenient to lake scargo and corporation beach! House was extremely clean. Well appointed. Had games and beach toys and chairs. Great house for family. "
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Charming coastal home near pond with sunroom, open layout, yard & AC
Fridge, microwave, oven, stovetop

Charming coastal home near pond with sunroom, open layout, yard & AC

9.0 out of 10, Wonderful, (2)
"Great location and house. Enjoyed it very much! "
Charming coastal home near pond with sunroom, open layout, yard & AC
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby
Enjoy a serene beach experience with gentle waves lapping at the shore.

Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby

9.6 out of 10, Exceptional, (29)
"Property was beautiful. Beds were very comfortable. "
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby
Beautiful home with entertainment - near golf courses & Pleasant Bay
Fridge, microwave, oven, stovetop

Beautiful home with entertainment - near golf courses & Pleasant Bay

9.4 out of 10, Exceptional, (36)
"This was the perfect house for a quick weekend on the cape while we were attending a friend's wedding in Chatham."
Beautiful home with entertainment - near golf courses & Pleasant Bay
Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!
Set amidst lush greenery, this two-story house offers a serene retreat with an entrance and a charming garden.

Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!

10.0 out of 10, Exceptional, (61)
"The perfect accommodations for our family's comfort. Great location to enjoy the beaches, dining, biking and walking trails."
Minutes to several local Beaches, Clean, A/C, fire pit, perfect family home!
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Fridge, microwave, oven, stovetop

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Enjoy a beachfront view from the comfort of your room, with a large window offering a view of the ocean and a wooden deck below.

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (111)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Dining

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

10.0 out of 10, Exceptional, (94)
"Loved our stay. Property is very clean and in a quiet neighborhood close to town and beaches. Host Bonnie was great. Would definitely rent again."
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Conveniently located and renovated cottage with lovely views & chef's kitchen
Relax on the covered deck with two wicker chairs and a small table, surrounded by a well-maintained lawn and trees.

Conveniently located and renovated cottage with lovely views & chef's kitchen

9.6 out of 10, Exceptional, (17)
"Clean and quiet "
Conveniently located and renovated cottage with lovely views & chef's kitchen
Gorgeous woodland home with deck & firepit - walk to ocean bluffs & Rail Trail
Cozy dining area with a wooden table and chairs, large windows, and a fireplace.

Gorgeous woodland home with deck & firepit - walk to ocean bluffs & Rail Trail

2.0 star property
9.0 out of 10, Wonderful, (2)
"This home is spacious and just minutes away from our favorite beaches. The kitchen and bathrooms are modern and clean. We do wish the living areas had updated furniture, like sofas inside and patio sets outside to enjoy the morning. Otherwise, the AC is great, there is plenty of parking and the secluded location is peaceful."
Gorgeous woodland home with deck & firepit - walk to ocean bluffs & Rail Trail
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
Enjoy meals with family and friends at the large dining table surrounded by six chairs, with a scenic view of the lake and lush greenery.

Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!

10.0 out of 10, Exceptional, (21)
"My family and I had a great time at Adam’s house! We enjoyed paddle boarding out onto the pond, sitting by the campfire, and utilizing the grill to cook. The location was very convenient to pop into the center of Chatham or get to a nearby beach. We would certainly stay again!"
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
Newly Updated Home Stone Patio & Fire Pit!
Guests can enjoy access to the expansive beach with a sandy shore.

Newly Updated Home Stone Patio & Fire Pit!

9.6 out of 10, Exceptional, (14)
"This was a very comfortable place to gather and visit with my siblings. We enjoyed our stay."
Newly Updated Home Stone Patio & Fire Pit!
New 2025 Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
Terrace/patio

New 2025 Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!

10.0 out of 10, Exceptional, (1)
"We had a truly wonderful week at this home! From the moment we arrived, we were impressed by how incredibly clean and spacious everything was. Having four bathrooms was such a luxury, and all of the beds were very comfortable — we all slept so well.Our teenage son especially loved the game room and appreciated having his own space to relax. The game selection was perfect — fun for him, but also accessible enough that our younger children could enjoy some playtime too. The ping pong table in the...
New 2025 Saltwater Heated Pool & Hot Tub -Less than 5 Minutes from Nauset Beach!
Private Cape Rental 1 Mile from the Beach!
Enjoy a serene beach experience with calm waters and a wide, open space.

Private Cape Rental 1 Mile from the Beach!

10.0 out of 10, Exceptional, (21)
"Awesome place, great suggestions for our stay. Friendly host. Would gladly stay here again. Thanks Caroline!"
Private Cape Rental 1 Mile from the Beach!
"Awesome Vacation while staying at "HomeAway" from Home"
Relax by the pool surrounded by lounge chairs and a table.

"Awesome Vacation while staying at "HomeAway" from Home"

8.4 out of 10, Very Good, (78)
"Great spot for a beach getaway!"
$175 nightly
The price is $200
Sep 7 - Sep 8
Total includes taxes and fees
"Awesome Vacation while staying at "HomeAway" from Home"
Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista
Enjoy a serene view of the water from this outdoor deck with comfortable seating and a railing.

Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista

9.8 out of 10, Exceptional, (32)
"This is our third year staying for a week in July. We like the ease of getting to both the bay and ocean as well as kayaking right off the beach."
$1,141 nightly
The price is $1,306
Aug 10 - Aug 11
Total includes taxes and fees
Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista
4 miles to Orleans beaches ! Family friendly, Central A/C, full kitchen
Enjoy a leisurely breakfast amidst a serene landscape with a beautifully set outdoor table.

4 miles to Orleans beaches ! Family friendly, Central A/C, full kitchen

9.6 out of 10, Exceptional, (20)
"Perfect location between ocean and bay side. House was immaculate and the hosts were great communicators. Very comfortable. "
4 miles to Orleans beaches ! Family friendly, Central A/C, full kitchen
Charming Eastham Retreat Walk to Beaches & Trails, Linens Provided
Fridge, microwave, oven, stovetop

Charming Eastham Retreat Walk to Beaches & Trails, Linens Provided

Charming Eastham Retreat Walk to Beaches & Trails, Linens Provided
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
Sign in
Sign up, it's free

Top South Wellfleet Hotel Reviews

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"5 star experience!! "
Christine 3-night trip
Posted 3 days ago
Chatham Bars Inn