Search results; Over 1,000 homes

Top guest favourite
Guest house in Guilford
Get Back to Nature at a Modern Wood Clad Getaway
1 bedroom, 1 bed, 1 private bathroom
16–21 Aug
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4.99 out of 5 average rating, 523 reviews
Top guest favourite
Flat in Guilford
Apt in Historic Four Elms steps from the Green
1-min walk
25–30 Jul
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Guilford
Purple Button Factory Sleeps 8, Walk to Town Green
5-min walk
26–31 Jul
4.74 out of 5 average rating, 156 reviews
Top guest favourite
Barn in Guilford
Pristine Carriage House Apartment Downtown
5-min walk
16–21 Aug
4.96 out of 5 average rating, 111 reviews
Top guest favourite
Tiny home in Guilford
Seagrass Bungalow
6-min walk
30 Aug – 4 Sept
4.98 out of 5 average rating, 115 reviews
Guest favourite
Flat in Guilford
The Leete House a taste of Historic Guilford
7-min walk
19–24 Jul
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Cottage in Guilford
Charm + location. Walk to beach, town, & harbor.
11-min walk
23–28 Aug
4.94 out of 5 average rating, 300 reviews
Guest favourite
Home in Guilford
Tiny home one block from the town green.
8-min walk
21–26 Jul
4.94 out of 5 average rating, 54 reviews
Guest favourite
Guest house in Guilford
The Little Blue Cottage
10-min drive
19–24 Jul
4.84 out of 5 average rating, 141 reviews
Top guest favourite
Home in Branford
Adorable Beach House on LI Sound
20-min drive
27 Sept – 2 Oct
4.98 out of 5 average rating, 98 reviews
Top guest favourite
Flat in Guilford
Historic 2 bdrm apartment in downtown Guilford
13-min walk
19–24 Jul
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Loft in Guilford
The Studio Apartment at Indian Cove
10-min drive
1–6 Sept
5.0 out of 5 average rating, 98 reviews
Guest favourite
Room in Madison
Madison Cozy Studio with Private Entrance
10-min drive
19–24 Jul
4.88 out of 5 average rating, 588 reviews
Top guest favourite
Guest house in Guilford
Page Guest House
10-min walk
8–13 Sept
4.98 out of 5 average rating, 111 reviews
Top guest favourite
Cottage in Guilford
"Red House on the Knoll" at Indian Cove
10-min drive
20–25 Sept
4.99 out of 5 average rating, 173 reviews
Top guest favourite
Cabin in Madison
Riverfront Antique Cabin in the Heart of Madison
10-min drive
13–18 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
20-min drive
14–19 Aug
5.0 out of 5 average rating, 17 reviews
Guest house in Madison
Charming Cottage is 1 Mile from Town and Beach
20-min drive
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Loft in Guilford
Waterfront Apartment-Guilford CT-***New Listing
10-min drive
26–31 Jul
4.97 out of 5 average rating, 79 reviews