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Search results; Over 1,000 homes in Wellfleet

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Guest favourite
Home in Wellfleet
Wellfleet Woods Escape
2 bedrooms, 3 beds, 1 private bathroom
12–17 Oct
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4.92 out of 5 average rating, 214 reviews
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Top guest favourite
Tiny home in Wellfleet
Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna
2 queen beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 389 reviews
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Top guest favourite
Flat in Wellfleet
Beautiful Creekside Apartment in Wellfleet Center
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.96 out of 5 average rating, 245 reviews
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Top guest favourite
Home in Wellfleet
Chequessett "Hide-Away"
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.93 out of 5 average rating, 105 reviews
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Home in Wellfleet
Charming Cape Home in Town, Wellfleet
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
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Top guest favourite
Cottage in Wellfleet
Hillside Cottage
1 bedroom, 1 queen bed, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 314 reviews
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Top guest favourite
Flat in Wellfleet
RELAX! A Little of Heaven in Wellfleet
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 68 reviews
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Top guest favourite
Loft in Wellfleet
Comfortable Studio Apartment
1 bedroom, 1 double bed, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 368 reviews
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Superhost
Cottage in Wellfleet
Beachfront Cottage, Steps to Beach, Mins to P-town
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cottage in Wellfleet
Wellfleet Cottage By The Sea
1 bedroom, 2 beds, 1 bathroom
5–10 Oct
4.99 out of 5 average rating, 73 reviews
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Guest favourite
Cottage in Wellfleet
Cape Cod Spectacular Waterfront Cottage
2 bedrooms, 4 beds, 1 bathroom
29 Nov – 4 Dec
4.9 out of 5 average rating, 177 reviews
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Top guest favourite
Flat in Wellfleet
In the Heart of Wellfleet and Walk to Mayo Beach
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 168 reviews
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Guest favourite
Cabin in Wellfleet
Wellfleet- Classically Modern, Woodsy and Serene.
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 16 reviews
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Home in Wellfleet
Quaint quarters in South Wellfeet.
5 bedrooms, 6 beds, 1.5 bathrooms
17–24 Jul
4.89 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Wellfleet
Lovely Big Classic Cape, Large Yard and Gardens
6 bedrooms, 8 beds, 3 bathrooms
10–17 Jul
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Tiny home in Wellfleet
The Huddle Hut—a sweet, neat esCAPE to Wellfleet
1 bathroom
1–6 Oct
4.99 out of 5 average rating, 193 reviews
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Guest favourite
Cottage in Wellfleet
Wellfleet Cottage on the Bay- Waterfront Home 🏖
2 bedrooms, 3 beds, 1 bathroom
3–10 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Room in Wellfleet
Gallery House, New Listing, Charming Private Apt.
1 double bed, 1 bathroom
4–9 Oct
4.9 out of 5 average rating, 227 reviews
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Top guest favourite
Home in Wellfleet
Wellfleet 7BR Retreat- New Bunk Room Summer 2026!
7 bedrooms, 6 beds, 5 bathrooms
5–11 Oct
5.0 out of 5 average rating, 13 reviews