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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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Cottage in Wellfleet
Beachfront Cottage, Steps to Beach, Mins to P-town
2 bedrooms, 3 beds, 1 bathroom
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, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 16 reviews
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Home in Wellfleet
Charming Cape Home in Town, Wellfleet
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
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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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Top guest favourite
Cottage in Wellfleet
Hillside Cottage
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 314 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
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, 12 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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Guest favourite
Home in Wellfleet
Idyllic Bayside Cottage
4 bedrooms, 5 beds, 1.5 bathrooms
27 Sept – 3 Oct
4.96 out of 5 average rating, 23 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
Home in Wellfleet
Wellfleet Retreat
3 bedrooms, 5 beds, 2 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 20 reviews
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Guest favourite
Home in Wellfleet
New Listing 1 Mile from Ocean! Wellfleet Oasis
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.78 out of 5 average rating, 18 reviews
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Guest favourite
Cottage in Wellfleet
Wellfleet, cozy, cool, cottage. Walk to the beach!
1 bedroom, 1 queen bed, 1 bathroom
18–25 Oct
4.93 out of 5 average rating, 27 reviews
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Guest favourite
Home in Wellfleet
The Port House
4 bedrooms, 6 beds, 2 bathrooms
12–19 Oct
4.87 out of 5 average rating, 39 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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Top guest favourite
Home in Eastham
Spacious beautiful fully renovated Cape Cod escape
4 bedrooms, 6 beds, 3 bathrooms
21–26 Sept
4.99 out of 5 average rating, 111 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