Holiday rentals near Glenwood Park
We found 321 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals close to Glenwood Park that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and Wi-Fi. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Glenwood Park
Showing deals for:7 Nov - 14 Nov
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is S$16,276
S$16,276
S$2,325 per night
includes taxes & fees
Image gallery for Renovated Milford Beach home by Charles Island/Silver Sands Pk
1010 out of 10 rating
Exceptional
(6 reviews)
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Milford, CT
8% off
Price is S$3,211
S$3,211
S$459 per night
includes taxes & fees
Image gallery for Luxury Beach Oasis with Amazing Panoramic Ocean Views
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Milford, CT
8% off
Price is S$7,650
S$7,650
S$1,093 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is S$10,023
S$10,023
S$1,432 per night
includes taxes & fees
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford
1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
24% off
Price is S$2,046
S$2,046
S$292 per night
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT
1010 out of 10 rating
Exceptional
(42 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
8% off
Price is S$2,036
S$2,036
S$291 per night
includes taxes & fees
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is S$5,571
S$5,571
S$796 per night
includes taxes & fees
Image gallery for Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
1010 out of 10 rating
Exceptional
(40 reviews)
Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
Milford, CT
12% off
Price is S$4,601
S$4,601
S$657 per night
includes taxes & fees
Image gallery for BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
1010 out of 10 rating
Exceptional
(37 reviews)
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford, CT
8% off
Price is S$1,572
S$1,572
S$225 per night
includes taxes & fees
Image gallery for Charming Beach Home-Steps To Sandy Beach
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Charming Beach Home-Steps To Sandy Beach
Milford, CT
8% off
Price is S$3,042
S$3,042
S$435 per night
includes taxes & fees
Image gallery for Quiet suburban home close to Fairfield beaches and universities
1010 out of 10 rating
Exceptional
(10 reviews)
Quiet suburban home close to Fairfield beaches and universities
Fairfield, CT
8% off
Price is S$2,696
S$2,696
S$385 per night
includes taxes & fees
Image gallery for A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
9.49.4 out of 10 rating
Exceptional
(22 reviews)
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
8% off
Price is S$1,444
S$1,444
S$206 per night
includes taxes & fees
Image gallery for Updated, cozy single family in Fairfield County
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Updated, cozy single family in Fairfield County
Trumbull, CT
8% off
Price is S$3,505
S$3,505
S$501 per night
includes taxes & fees
Image gallery for Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Stratford, CT
8% off
Price is S$3,182
S$3,182
S$455 per night
includes taxes & fees
Image gallery for Westport "Gold Coast" across from Southport beach
1010 out of 10 rating
Exceptional
(91 reviews)
Westport "Gold Coast" across from Southport beach
Southport, CT
8% off
Price is S$2,455
S$2,455
S$351 per night
includes taxes & fees
Image gallery for Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
1010 out of 10 rating
Exceptional
(33 reviews)
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
Fairfield, CT
8% off
Price is S$5,083
S$5,083
S$726 per night
includes taxes & fees
Image gallery for The B&W Haven 5BR Home with yard theater + Office
9.29.2 out of 10 rating
Wonderful
(7 reviews)
The B&W Haven 5BR Home with yard theater + Office
Bridgeport, CT
7% off
Price is S$3,455
S$3,455
S$494 per night
includes taxes & fees
Image gallery for 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
9.49.4 out of 10 rating
Exceptional
(58 reviews)
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
Shelton, CT
8% off
Price is S$1,477
S$1,477
S$211 per night
includes taxes & fees
Image gallery for Minutes to Walnut Beach, newly renovated 3 bedroom home
1010 out of 10 rating
Exceptional
(6 reviews)
Minutes to Walnut Beach, newly renovated 3 bedroom home
Milford, CT
7% off
Price is S$1,610
S$1,610
S$230 per night
includes taxes & fees
Image gallery for Cheerful 4 bedrooms residential house.
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Cheerful 4 bedrooms residential house.
Bridgeport, CT
8% off
Price is S$2,925
S$2,925
S$418 per night
includes taxes & fees
Image gallery for Business or Weekend escape
9.29.2 out of 10 rating
Wonderful
(44 reviews)
Business or Weekend escape
Stratford, CT
6% off
Price is S$1,170
S$1,170
S$167 per night
includes taxes & fees
Image gallery for 3 bedroom villa in bridgeport
9.89.8 out of 10 rating
Exceptional
(8 reviews)
3 bedroom villa in bridgeport
Bridgeport, CT
8% off
Price is S$5,306
S$5,306
S$758 per night
includes taxes & fees
Image gallery for (HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
9.09.0 out of 10 rating
Wonderful
(7 reviews)
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Bridgeport, CT
11% off
Price is S$1,773
S$1,773
S$253 per night
includes taxes & fees
Image gallery for #2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
1010 out of 10 rating
Exceptional
(38 reviews)
#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
Milford, CT
8% off
Price is S$2,931
S$2,931
S$419 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Glenwood Park
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
63 reviews(63 reviews)
Stamford Suites
Sleeps 4 · 1 bedroom
5.65.6 out of 10
48 reviews(48 reviews)
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
44 reviews(44 reviews)
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
7.47.4 out of 10
Goodgood
6 reviews(6 reviews)
Seaside Serenity: 2B 1B, Patio,Near Beach
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 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