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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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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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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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Home in Wellfleet
Charming Cape Home in Town, Wellfleet
3 bedrooms, 3 beds
26 Sept – 1 Oct
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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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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
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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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
Home in Wellfleet
Wellfleet Home Above the Trees
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 95 reviews
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Top guest favourite
Home in Wellfleet
Wellfleet Retreat
3 bedrooms, 5 beds
20–25 Sept
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Wellfleet
Lovely Big Classic Cape, Large Yard and Gardens
6 bedrooms, 8 beds
10–17 Jul
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Eastham
Lovely House 5 Min to Beach - Deck, Grill, Garage
4 bedrooms, 6 beds
4–9 Oct
5.0 out of 5 average rating, 48 reviews
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Guest favourite
Home in Wellfleet
The Crowds Are Gone. The Bay Views Remain.
5 bedrooms, 7 beds
21–26 Sept
5.0 out of 5 average rating, 21 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
Gorgeous Wellfleet Waterfront, 5 bedroom
5 bedrooms, 8 beds
12–17 Oct
4.84 out of 5 average rating, 31 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
Home in Eastham
New modern style Cape Cod escape
3 bedrooms, 3 beds
20–25 Sept
4.96 out of 5 average rating, 115 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
Flat in Wellfleet
In the Heart of Wellfleet and Walk to Mayo Beach
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.9 out of 5 average rating, 168 reviews