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Search results; Over 1,000 homes in Wellfleet

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Guest favourite
Home in Wellfleet
Ebb Tide~Dog Frndly/3bd 2bth/Walk to Water
3 bedrooms, 6 beds, 2 private bathrooms
25–30 Oct
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4.85 out of 5 average rating, 41 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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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
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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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
Cottage in Wellfleet
Hillside Cottage
1 bedroom, 1 queen bed, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 316 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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Cabin in Eastham
Sunset Cottage
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.75 out of 5 average rating, 4 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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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
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Guest house in Wellfleet
Downtown Wellfleet Cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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Top guest favourite
Home in Wellfleet
Private Cape Cottage + Peaceful Relaxing Property
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.96 out of 5 average rating, 53 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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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
Home in Wellfleet
The Crowds Are Gone. The Bay Views Remain.
5 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Home in Wellfleet
Gorgeous Wellfleet Waterfront, 5 bedroom
5 bedrooms, 8 beds, 2 bathrooms
12–17 Oct
4.84 out of 5 average rating, 31 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