Pet-friendly holiday rentals in Middlesex County
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Top-rated pet-friendly home rentals in Middlesex County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Middlesex County pet-friendly home rentals
Pet-friendly house rentals
Home in Old Saybrook
4.96 out of 5 average rating, 104 reviewsYear Round Beach House in Old Saybrook, CT.- Pets
1–8 Oct
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
29 Nov – 6 Dec
Home in Haddam
4.84 out of 5 average rating, 31 reviewsTranquil Lakefront Home @ Hidden Lake
18–25 Oct
Home in Chester
4.98 out of 5 average rating, 50 reviewsTuscan Villa in Chester
11–18 Nov
Home in East Hampton
4.98 out of 5 average rating, 51 reviewsLake Fun: PingPong, Pool Table, Slide, EV Charger
18–25 Feb
Home in Essex
5.0 out of 5 average rating, 24 reviews3-Bedroom Farmhouse, Essex CT
21–28 Jun
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
8–15 Jul
Home in East Hampton
4.96 out of 5 average rating, 24 reviewsA Relaxing Getaway Lake House
26 Oct – 2 Nov
Pet-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
14–21 Mar
Flat in Ledyard
4.96 out of 5 average rating, 138 reviewsRustic Retreat (just minutes from Casinos/ Mystic)
21–28 Oct
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
30 Aug – 6 Sep
Home in Sag Harbor
4.89 out of 5 average rating, 167 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
15–22 Oct
Cottage in Montauk
4.91 out of 5 average rating, 260 reviewsMontauk Cottage
27 Nov – 4 Dec
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
27 Oct – 3 Nov
Home in Water Mill
4.91 out of 5 average rating, 110 reviewsBeach Barn w/ Sauna and Heated Pool - Dog Friendly
26 Nov – 3 Dec
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
15–22 Dec
Private, pet-friendly home rentals
Guest house in Portland
5.0 out of 5 average rating, 73 reviewsGuesthouse Farm Stay
19–26 Jan
Guest house in Madison
5.0 out of 5 average rating, 59 reviewsThe Barn by the Sound
28 Oct – 4 Nov
Flat in East Haddam
5.0 out of 5 average rating, 15 reviewsCountry efficiency garden apt
17–24 Feb
Cottage in Deep River
5.0 out of 5 average rating, 9 reviewsSerene Waterfront Cottage
13–20 Dec
Cottage in Hebron
4.9 out of 5 average rating, 88 reviewsWelcome to The Holly at Amston Lake
27 Jan – 3 Feb
Holiday home in East Hampton
5.0 out of 5 average rating, 26 reviewsFamily Friendly Lake House Lake Pocotopaug Sunsets
2–9 Dec
Yurt in Killingworth
4.92 out of 5 average rating, 37 reviews@Get_Yurty, wooden Yurt with 2 sleeping pods.
14–21 May
Cottage in Deep River
4.87 out of 5 average rating, 23 reviewsCountry Cottage in Private Garden Setting
10–17 Jan
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