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Search results; Over 1,000 homes in Wellfleet

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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 private bathroom
27 Sept – 2 Oct
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4.9 out of 5 average rating, 168 reviews
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Home in Wellfleet
Charming Cape Home in Town, Wellfleet
3 bedrooms, 3 beds
27 Sept – 2 Oct
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Superhost
Cottage in Wellfleet
Beachfront Cottage, Steps to Beach, Mins to P-town
2 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cottage in Wellfleet
Hillside Cottage
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.95 out of 5 average rating, 314 reviews
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Guest favourite
Home in Wellfleet
Sandy beach cottage on Wellfleet Bay
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
4.93 out of 5 average rating, 15 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
1–6 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
8–13 Nov
4.96 out of 5 average rating, 244 reviews
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Guest favourite
Home in Wellfleet
The Port House
4 bedrooms, 6 beds
12–19 Oct
4.87 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Wellfleet
Chequessett "Hide-Away"
2 bedrooms, 3 beds
26–31 Oct
4.93 out of 5 average rating, 105 reviews
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Top guest favourite
Loft in Wellfleet
Comfortable Studio Apartment
1 bedroom, 1 double bed
27 Sept – 2 Oct
4.95 out of 5 average rating, 368 reviews
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Guest favourite
Cottage in Wellfleet
Cape Cod Spectacular Waterfront Cottage
2 bedrooms, 4 beds
29 Nov – 4 Dec
4.9 out of 5 average rating, 177 reviews
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Top guest favourite
Flat in Wellfleet
RELAX! A Little of Heaven in Wellfleet
1 bedroom, 2 beds
13–18 Oct
4.97 out of 5 average rating, 68 reviews
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Top guest favourite
Cottage in Wellfleet
Evermore
3 bedrooms, 5 beds
12–19 Jun
5.0 out of 5 average rating, 17 reviews
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Guest favourite
Cottage in Wellfleet
Wellfleet Cottage on the Bay- Waterfront Home 🏖
2 bedrooms, 3 beds
26 Sept – 3 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Tiny home in Wellfleet
The Huddle Hut—a sweet, neat esCAPE to Wellfleet
22–27 Sept
4.99 out of 5 average rating, 193 reviews
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Guest favourite
Home in Wellfleet
Idyllic Bayside Cottage
4 bedrooms, 5 beds
27 Sept – 3 Oct
4.96 out of 5 average rating, 23 reviews
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Top guest favourite
Cottage in Wellfleet
Wellfleet Cottage By The Sea
1 bedroom, 2 beds
20–27 Sept
4.99 out of 5 average rating, 73 reviews
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Top guest favourite
Home in Wellfleet
Wellfleet 7BR Retreat- New Bunk Room Summer 2026!
7 bedrooms, 6 beds
5–11 Oct
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Wellfleet
Gorgeous Wellfleet Waterfront, 5 bedroom
5 bedrooms, 8 beds
12–17 Oct
4.84 out of 5 average rating, 31 reviews