House vacation rentals in Bridgeport
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Top-rated house rentals in Bridgeport
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bridgeport house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 16 – 23
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
Dec 27 – Jan 3
Home in Pound Ridge
5.0 out of 5 average rating, 126 reviewsPeaceful Light-Filled Guesthouse 1 Hour From NYC
Dec 14 – 21
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
Dec 14 – 21
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
May 28 – Jun 4
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
Dec 31 – Jan 7
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Jul 19 – 26
Weekly house rentals
Home in Bridgeport
4.8 out of 5 average rating, 83 reviewsGolden Colonial Home
Dec 20 – 27
Home in Fairfield
4.92 out of 5 average rating, 72 reviewsFairfield 2nd FL Suite w Private Entry & Parking
Aug 20 – 27
Home in Bridgeport
4.98 out of 5 average rating, 65 reviewsCape on the Water
Aug 11 – 18
Home in Stratford
4.83 out of 5 average rating, 12 reviewsThe Rose
Nov 30 – Dec 7
Home in Bridgeport
5.0 out of 5 average rating, 39 reviewsKing Bed | 5 mins to SHU | Family Friendly |Grill
Nov 3 – 10
Home in Bridgeport
4.97 out of 5 average rating, 30 reviewsCatch some Zzz at Black Rock Harbor
Mar 11 – 18
Home in Fairfield
5.0 out of 5 average rating, 65 reviewsFairfield Cottage: Near Beach, Great for Families
Apr 15 – 22
Home in Milford
4.9 out of 5 average rating, 20 reviewsQuiet and Cozy Getaway in Milford
Dec 12 – 19
Private house rentals
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
Jan 7 – 14
Home in Milford
5.0 out of 5 average rating, 46 reviewsDirect Oceanfront Home
Mar 17 – 24
Home in Milford
5.0 out of 5 average rating, 24 reviewsLuxury Beach Oasis with Amazing Ocean Views
Nov 18 – 25
Home in Fairfield
5.0 out of 5 average rating, 9 reviewsStillson House - Central Cozy Updated Colonial
Jun 11 – 18
Home in Milford
4.91 out of 5 average rating, 43 reviewsCute 2 bed 1 bath beach house
Oct 23 – 30
Home in Milford
5.0 out of 5 average rating, 44 reviewsWalk to beach & shops. Luxe, designer renovation.
Nov 12 – 19
Home in Fairfield
5.0 out of 5 average rating, 16 reviews5 Minute Walk to Beach & Downtown Fairfield
Jan 9 – 16
Home in Stratford
5.0 out of 5 average rating, 10 reviewsLordship Beach House - Pool & Beach (seasonal)
Apr 5 – 12
Quick stats about house rentals in Bridgeport
Total rentals
130 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
2.4K reviews
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- Family travel hub Tips and inspiration
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