Holiday rentals near Glenwood Park
We found 328 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:3 Oct - 10 Oct
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
(17 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is AU$17,995
AU$17,995
AU$2,571 per night
includes taxes & fees
Image gallery for Beachfront Home- Quiet, On The Water In Milford Connecticut
1010 out of 10 rating
Exceptional
(38 reviews)
Beachfront Home- Quiet, On The Water In Milford Connecticut
Milford, CT
8% off
Price is AU$15,631
AU$15,631
AU$2,233 per night
includes taxes & fees
Image gallery for Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
1010 out of 10 rating
Exceptional
(9 reviews)
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Weston, CT
8% off
Price is AU$4,467
AU$4,467
AU$638 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 AU$6,603
AU$6,603
AU$943 per night
includes taxes & fees
Image gallery for Luxurious, Direct Oceanfront Home with Private Beach
1010 out of 10 rating
Exceptional
(15 reviews)
Luxurious, Direct Oceanfront Home with Private Beach
Milford, CT
17% off
Price is AU$16,478
AU$16,478
AU$2,354 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
8% off
Price is AU$11,443
AU$11,443
AU$1,635 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace
9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
Price is AU$7,103
AU$7,103
AU$1,015 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 AU$2,450
AU$2,450
AU$350 per night
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT
1010 out of 10 rating
Exceptional
(41 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
8% off
Price is AU$2,440
AU$2,440
AU$349 per night
includes taxes & fees
Image gallery for BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
1010 out of 10 rating
Exceptional
(34 reviews)
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford, CT
7% off
Price is AU$1,912
AU$1,912
AU$273 per night
includes taxes & fees
Image gallery for Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
Milford, CT
7% off
Price is AU$3,853
AU$3,853
AU$550 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
(7 reviews)
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Stratford, CT
8% off
Price is AU$3,771
AU$3,771
AU$539 per night
includes taxes & fees
Image gallery for Updated, cozy single family in Fairfield County
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Updated, cozy single family in Fairfield County
Trumbull, CT
8% off
Price is AU$4,469
AU$4,469
AU$638 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
(21 reviews)
A country guest house just 21-32 minutes Bridgeport or New Haven Universities.
Shelton, CT
8% off
Price is AU$1,734
AU$1,734
AU$248 per night
includes taxes & fees
Image gallery for Westport "Gold Coast" across from Southport beach
1010 out of 10 rating
Exceptional
(88 reviews)
Westport "Gold Coast" across from Southport beach
Southport, CT
8% off
Price is AU$2,868
AU$2,868
AU$410 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 AU$4,085
AU$4,085
AU$584 per night
includes taxes & fees
Image gallery for Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
1010 out of 10 rating
Exceptional
(32 reviews)
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
Fairfield, CT
8% off
Price is AU$6,025
AU$6,025
AU$861 per night
includes taxes & fees
Image gallery for Adorable Beach Cottage
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Adorable Beach Cottage
Milford, CT
8% off
Price is AU$3,222
AU$3,222
AU$460 per night
includes taxes & fees
Image gallery for Centric property close to all the great things in the city
8.28.2 out of 10 rating
Very good
(12 reviews)
Centric property close to all the great things in the city
Bridgeport, CT
11% off
Price is AU$2,095
AU$2,095
AU$299 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 AU$3,298
AU$3,298
AU$471 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 AU$6,288
AU$6,288
AU$898 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
10% off
Price is AU$2,125
AU$2,125
AU$304 per night
includes taxes & fees
Image gallery for Business or Weekend escape
9.29.2 out of 10 rating
Wonderful
(40 reviews)
Business or Weekend escape
Stratford, CT
6% off
Price is AU$1,411
AU$1,411
AU$202 per night
includes taxes & fees
Image gallery for #1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
9.69.6 out of 10 rating
Exceptional
(24 reviews)
#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
Milford, CT
8% off
Price is AU$3,175
AU$3,175
AU$454 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
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Chalet
Find the best place to stay - Glenwood Park
Business or Weekend escape
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
40 reviews(40 reviews)
DUNE Fairfield Beach
Sleeps 2 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
59 reviews(59 reviews)
Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Stamford Suites
Sleeps 4 · 1 bedroom
5.85.8 out of 10
44 reviews(44 reviews)
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
6.86.8 out of 10
5 reviews(5 reviews)
Guesthouse at Norwalk Inn
Sleeps 2 · 1 bedroom
8.48.4 out of 10
Very goodvery good
39 reviews(39 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