filters

Search results; Over 1,000 homes in Chester

Top guest favourite
Flat in Chester
Charming Chester Retreat - Cottage
2 bedrooms, 2 beds, 1 shared bathroom
29 Jul – 3 Aug
,
4.98 out of 5 average rating, 197 reviews
Guest favourite
Flat in Chester
Chester Village 'Pied-à-terre' above art gallery
1 bedroom, 3 beds, 1 bathroom
19–24 Jul
4.92 out of 5 average rating, 427 reviews
Home in Chester
Historic 1836 Toll House on Brook – Walk to Town
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
New place to stay
Top guest favourite
Flat in Chester
The Little Chestnut.
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Loft in Chester
The Village Loft: UNIQUE 1 BDRM W/ PRIVATE DECK
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
4.98 out of 5 average rating, 184 reviews
Top guest favourite
Room in Chester
Comfy Artist View at Chester Village
1 king bed, 1 bathroom
1–6 Aug
4.96 out of 5 average rating, 191 reviews
Top guest favourite
Home in Chester
Chester Gingerbread House: Stroll to Village
3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Chester
Second floor River view apartment with EV charger
1 bedroom, 1 queen bed, 1 bathroom
12–17 Nov
5.0 out of 5 average rating, 46 reviews
Guest favourite
Tiny home in Deep River
Her tiny Parisian boat house
1 bedroom, 1 single bed, 2 bathrooms
19–24 Jul
4.91 out of 5 average rating, 46 reviews
Top guest favourite
Flat in Deep River
Lovely Garden-Level Apartment in Heart of Town
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
4.94 out of 5 average rating, 172 reviews
Top guest favourite
Room in Deep River
Riverwind Willow Room in Deep River
1 queen bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Flat in Westbrook
Meadowview & Pondside Retreat
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 49 reviews
Guest favourite
Cottage in Chester
Updated cottage "Beriozka" on Cedar Lake
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
4.97 out of 5 average rating, 309 reviews
Top guest favourite
Tiny home in Deep River
Safari inspired little house
1 bedroom, 1 single bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 12 reviews
Flat in Haddam
Welcome home! Cozy Apartment in Haddam
2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Flat in Clinton
Bright & Cozy Loft Near Beach
1 bed, 1 bathroom
19–24 Jul
4.9 out of 5 average rating, 92 reviews
Guest favourite
Home in Haddam
Summer at the Haddam House
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.98 out of 5 average rating, 91 reviews
Top guest favourite
Cottage in Deep River
Country Cottage in Private Garden Setting
2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
4.91 out of 5 average rating, 103 reviews