Holiday Homes in South Wellfleet

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for South Wellfleet holiday homes

On the beach

Waterfront~Dog Friendly~ Lieutenant's Lodge

Waterfront~Dog Friendly~ Lieutenant's Lodge
Wellfleet
10.0 out of 10, Exceptional, (11 reviews)
"Great home for a relaxing weekend"
United States
Mike B.
The price is €887
includes taxes & fees
21 Jun - 22 Jun
Waterfront~Dog Friendly~ Lieutenant's Lodge
TV, fireplace

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

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is €515
includes taxes & fees
3 Jun - 4 Jun
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Outdoor dining

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
Great for Families! Brewster Home 6 Mi to Beach
Outdoor dining

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is €567
includes taxes & fees
4 Jun - 5 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Exterior

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is €417
includes taxes & fees
3 Jun - 4 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Outdoor dining

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is €464
includes taxes & fees
3 Jun - 4 Jun
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Pool

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is €416
includes taxes & fees
3 Jun - 4 Jun
Cozy Large Home in Harwich with Patio near Wequassett Resort
Dining

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is €505
includes taxes & fees
3 Jun - 4 Jun
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Outdoor dining

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is €454
includes taxes & fees
30 Jun - 1 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Fridge, microwave, oven, stovetop

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.

2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Eastham
10.0 out of 10, Exceptional, (45 reviews)
"Great place, very clean. Host was accessible and accommodating. "
United States
Christopher M.
The price is €850
includes taxes & fees
3 Jun - 4 Jun
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
Beach nearby

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is €593
includes taxes & fees
10 Jun - 11 Jun
The Alpine/Walk to Beach for 2 or more!
Exterior

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is €439
includes taxes & fees
3 Jun - 4 Jun
Lovely House 5 Min to Beach with Deck, Grill, Garage
Beach nearby

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Chatham
9.2 out of 10, Wonderful, (15 reviews)
"Very close to the beach, great little neighborhood in a quiet part of Chatham"
United States
Alex R.
The price is €757
includes taxes & fees
3 Jun - 4 Jun
Walk to Beach: Chatham Gem w/ Ocean-View Sunroom!
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is €196
includes taxes & fees
14 Jun - 15 Jun
Cape Cod's "Beach Rose"
Property grounds

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is €568
includes taxes & fees
6 Jun - 7 Jun
Gray Whale - 3 bedrm/2 bath/gameroom
Exterior

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is €703
includes taxes & fees
3 Jun - 4 Jun
Family Cottage Close to Beach!!
Fridge, microwave, oven, stovetop

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
10.0 out of 10, Exceptional, (1 review)
"Beautiful house in a great location in Chatham! Walking distance to shops and restaurants. The house was well-stocked with everything we needed and the beds were so comfortable. We really enjoyed our stay here!"
United States
Maggie K.
The price is €643
includes taxes & fees
3 Jun - 4 Jun
Luxury Chatham Retreat. Walk to Main St & Beach
Terrace/patio

10 min walk to Beach - Home with Amazing View & Huge Deck

10 min walk to Beach - Home with Amazing View & Huge Deck
Eastham
The price is €521
includes taxes & fees
4 Jun - 5 Jun
10 min walk to Beach - Home with Amazing View & Huge Deck
Smart TV, fireplace

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is €621
includes taxes & fees
3 Jun - 4 Jun
Coastal Haven in West Dennis
Outdoor dining

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location "
United States
Norman Y.
The price is €619
includes taxes & fees
7 Jun - 8 Jun
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
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.
View all properties
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

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

8/10 Good
"Older hotel, which has been remodeled. Rooms were clean, nothing fancy, but would recommend and stay again. Air conditioning worked well and nice breakfast options."
Michael 1-night trip
Posted 4 hours ago
All Seasons Resort, Trademark Collection by Wyndham

Find out more about South Wellfleet

South Wellfleet Holiday Homes information

Number of reviews
207
Accommodation
2238 Holiday Homes
Lowest Price
€196
Highest Price
€887