
Guilford Station holiday rentals
We found 878 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Guilford Station that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Guilford Station
Showing deals for:14 Nov - 21 Nov
Image gallery for The little Chestnut. A charming historic apartment in Downtown Chester

1010 out of 10 rating
Exceptional
(5 reviews)
The little Chestnut. A charming historic apartment in Downtown Chester
Chester, CT
8% off
Price is S$2,412
S$2,412
S$345 per night
includes taxes & fees
Image gallery for The Millhouse Downtown Chester

9.89.8 out of 10 rating
Exceptional
(21 reviews)
The Millhouse Downtown Chester
Chester, CT
8% off
Price is S$2,973
S$2,973
S$425 per night
includes taxes & fees
Image gallery for Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

9.29.2 out of 10 rating
Wonderful
(10 reviews)
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
East Haddam, CT
9% off
Price is S$4,076
S$4,076
S$582 per night
includes taxes & fees
Image gallery for Enjoy a taste of New England in Historic Guilford Ct

1010 out of 10 rating
Exceptional
(11 reviews)
Enjoy a taste of New England in Historic Guilford Ct
Guilford, CT
8% off
Price is S$2,866
S$2,866
S$409 per night
includes taxes & fees
Image gallery for Historic Whitneyville Cottage

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is S$1,775
S$1,775
S$254 per night
includes taxes & fees
Image gallery for Peconic Sound Beach Home Backyard & Vineyards

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Peconic Sound Beach Home Backyard & Vineyards
Peconic, NY
7% off
Price is S$5,056
S$5,056
S$722 per night
includes taxes & fees
Image gallery for Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook, CT
8% off
Price is S$2,842
S$2,842
S$406 per night
includes taxes & fees
Image gallery for Charming cottage by the sea

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Charming cottage by the sea
Guilford, CT
8% off
Price is S$3,772
S$3,772
S$539 per night
includes taxes & fees
Image gallery for Lake Front Cottage #7!

9.69.6 out of 10 rating
Exceptional
(131 reviews)
Lake Front Cottage #7!
Middlefield, CT
7% off
Price is S$1,809
S$1,809
S$258 per night
includes taxes & fees
Image gallery for Large, Comfortable Beach House with Shared Private Beach and Stunning Views

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Large, Comfortable Beach House with Shared Private Beach and Stunning Views
Westbrook, CT
7% off
Price is S$8,413
S$8,413
S$1,202 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Beach House for Family Vacations

1010 out of 10 rating
Exceptional
(43 reviews)
Beautiful Waterfront Beach House for Family Vacations
Branford, CT
8% off
Price is S$6,032
S$6,032
S$862 per night
includes taxes & fees
Image gallery for Waterfront Cottage in Branford

1010 out of 10 rating
Exceptional
(95 reviews)
Waterfront Cottage in Branford
Branford, CT
8% off
Price is S$7,182
S$7,182
S$1,026 per night
includes taxes & fees
Image gallery for 🌾Welcoming Tiny Home! Downtown & Beachy☀️

1010 out of 10 rating
Exceptional
(10 reviews)
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Guilford, CT
8% off
Price is S$2,444
S$2,444
S$349 per night
includes taxes & fees
Image gallery for Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

1010 out of 10 rating
Exceptional
(39 reviews)
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
East Haddam, CT
7% off
Price is S$10,088
S$10,088
S$1,441 per night
includes taxes & fees
Image gallery for Luxury private beach front property

1010 out of 10 rating
Exceptional
(12 reviews)
Luxury private beach front property
Milford, CT
12% off
Price is S$8,997
S$8,997
S$1,285 per night
includes taxes & fees
Image gallery for Waterfront Long Island Sound Luxury Home, Cornfield Pt Old Saybrook, CT

1010 out of 10 rating
Exceptional
(12 reviews)
Waterfront Long Island Sound Luxury Home, Cornfield Pt Old Saybrook, CT
Old Saybrook, CT
8% off
Price is S$11,024
S$11,024
S$1,575 per night
includes taxes & fees
Image gallery for Charming home, easy access - everything Branford. Super Host with 5-Star Rating

1010 out of 10 rating
Exceptional
(15 reviews)
Charming home, easy access - everything Branford. Super Host with 5-Star Rating
Branford, CT
7% off
Price is S$2,174
S$2,174
S$311 per night
includes taxes & fees
Image gallery for Beautiful Renovated Beachfront Home

1010 out of 10 rating
Exceptional
(55 reviews)
Beautiful Renovated Beachfront Home
Greenport, NY
8% off
Price is S$8,005
S$8,005
S$1,144 per night
includes taxes & fees
Image gallery for Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques

1010 out of 10 rating
Exceptional
(12 reviews)
Ludington House, Historic CT Shoreline Mansion filled with luxury and antiques
Old Lyme, CT
8% off
Price is S$20,025
S$20,025
S$2,861 per night
includes taxes & fees
Image gallery for Lovely Cottage in the Heart of Long Island Wine country

9.89.8 out of 10 rating
Exceptional
(26 reviews)
Lovely Cottage in the Heart of Long Island Wine country
Southold, NY
8% off
Price is S$3,236
S$3,236
S$462 per night
includes taxes & fees
Image gallery for Daniel Boone meets Mid Century Modern Retreat

1010 out of 10 rating
Exceptional
(13 reviews)
Daniel Boone meets Mid Century Modern Retreat
Killingworth, CT
8% off
Price is S$6,719
S$6,719
S$960 per night
includes taxes & fees
Image gallery for The Beach House

9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Beach House
Westbrook, CT
8% off
Price is S$4,261
S$4,261
S$609 per night
includes taxes & fees
Image gallery for Fabulous Waterfront Property in the Heart of Wine Country

1010 out of 10 rating
Exceptional
(178 reviews)
Fabulous Waterfront Property in the Heart of Wine Country
Southold, NY
8% off
Price is S$4,581
S$4,581
S$654 per night
includes taxes & fees
Image gallery for Unique Southold waterfront luxury home with heated pool on Long Creek

9.69.6 out of 10 rating
Exceptional
(17 reviews)
Unique Southold waterfront luxury home with heated pool on Long Creek
Southold, NY
7% off
Price is S$7,235
S$7,235
S$1,034 per night
includes taxes & fees
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Find the best place to stay - Guilford Station
Updated cottage "Beriozka" on Cedar Lake
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Cottage at the Marina
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Romantic Cottage by the Sea, steps to private beach, sleeps 2!
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
116 reviews(116 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value