Holiday rentals in Bridgeport

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Top-rated holiday rentals in Bridgeport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Fairfield
Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen
Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.
7–14 OctIndividual Host,
£107 per night
4.92 out of 5 average rating, 109 reviews
Guest favourite
Home in Fairfield
Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.
23–30 AprIndividual Host,
£194 per night
4.96 out of 5 average rating, 287 reviews
Guest favourite
Guest suite in Fairfield
Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.
14–21 NovIndividual Host,
£102 per night
4.92 out of 5 average rating, 106 reviews

Popular amenities for Bridgeport holiday rentals

Stay near Bridgeport's top sights

Seaside Park31 locals recommend
Connecticut's Beardsley Zoo63 locals recommend
Whole Foods Market33 locals recommend
Bass Pro Shops8 locals recommend
Bow Tie Cinemas Marquis 1613 locals recommend
Pantanal13 locals recommend

Other great holiday rentals in Bridgeport

Guest favourite
Loft in Milford
Lovely water front lower-level loft, free parking
13–20 AugIndividual Host,
£119 per night
4.93 out of 5 average rating, 92 reviews
Guest favourite
Flat in Bridgeport
Lovely 2bdrm in cozy neighborhood!
26 Oct – 2 NovIndividual Host,
£142 per night
4.94 out of 5 average rating, 32 reviews
Guest favourite
Guest suite in Wilton
Guest suite with private enter
16–23 AprIndividual Host,
£84 per night
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Fairfield
Fairfield 2nd FL Suite w Private Entry & Parking
13–20 AugIndividual Host,
£102 per night
4.9 out of 5 average rating, 30 reviews
Guest favourite
Guest house in Milford
The studio downtown
20–27 JulIndividual Host,
£125 per night
5.0 out of 5 average rating, 30 reviews
Guest favourite
Flat in Milford
The Pond Mill Retreat w/ 2 Bdrms & Pool
30 Mar – 6 AprIndividual Host,
£133 per night
5.0 out of 5 average rating, 46 reviews
Guest favourite
Flat in Bridgeport
Seaside Studio in Historic Bridgeport Brownstone
10–17 DecIndividual Host,
£95 per night
4.89 out of 5 average rating, 64 reviews
Guest favourite
Home in Bridgeport
King Bed | 5 mins to SHU | Family Friendly |Grill
28 Sept – 5 OctIndividual Host,
£286 per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Tiny home in Milford
Beach Cabana
21–28 SeptIndividual Host,
£167 per night
4.96 out of 5 average rating, 50 reviews
Guest favourite
Flat in Bridgeport
Polita’s Place # 2
23–30 SeptIndividual Host,
£130 per night
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Bridgeport
Charming Beachside Home
1–8 OctIndividual Host,
£391 per night
4.96 out of 5 average rating, 25 reviews
Guest favourite
Home in Milford
Luxe Beach House | 3 Bd-King | Chef Kitchen | 4TV
17–24 JulIndividual Host,
£579 per night
5.0 out of 5 average rating, 14 reviews

Quick stats about holiday rentals in Bridgeport

Total rentals

270 properties

Rentals with dedicated workspaces

170 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

120 properties are a good fit for families

Total number of reviews

5.2K reviews

Destinations to explore