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
22–29 Oct
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
1–8 Mar
Home in East Hampton
4.98 out of 5 average rating, 51 reviewsLake Fun: PingPong, Pool Table, Slide, EV Charger
10–17 Mar
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
11–18 Nov
Home in Chester
4.98 out of 5 average rating, 50 reviewsTuscan Villa in Chester
16–23 Sep
Home in Madison
4.91 out of 5 average rating, 34 reviewsCoastal getaway with water views in every room
20–27 Jun
Home in East Hampton
4.99 out of 5 average rating, 92 reviewsClassic Lake House~4 Steps to water_FirePit_kayaks
26 Aug – 2 Sep
Home in East Hampton
4.96 out of 5 average rating, 24 reviewsA Relaxing Getaway Lake House
12–19 Oct
Pet-friendly home rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
15–22 Apr
Apartment in Ledyard
4.96 out of 5 average rating, 137 reviewsRustic Retreat (just minutes from Casinos/ Mystic)
16–23 Nov
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
25 Jun – 2 Jul
Bungalow in Montauk
4.91 out of 5 average rating, 531 reviewsMontauk Oceanview with Fireplace (2)
29 Dec – 5 Jan
Home in Shelter Island
4.97 out of 5 average rating, 197 reviewsHuge Island Getaway Pool HotTub Walk To Beach
5–12 Dec
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
18–25 Oct
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
20–27 Oct
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
5–12 Dec
Private, pet-friendly home rentals
Guesthouse in Chester
5.0 out of 5 average rating, 41 reviewsDelightful Cottage in Charming Chester
28 Oct – 4 Nov
Apartment in Guilford
4.91 out of 5 average rating, 23 reviewsCozy Private Lake Q Retreat
3–10 Dec
Guesthouse in Portland
5.0 out of 5 average rating, 70 reviewsGuesthouse Farm Stay
20–27 Nov
Cottage in Deep River
5.0 out of 5 average rating, 9 reviewsSerene Waterfront Cottage
7–14 Mar
Apartment in East Hampton
4.7 out of 5 average rating, 10 reviewsVillage Studio Suite
3–10 Jul
Apartment in East Haddam
5.0 out of 5 average rating, 15 reviewsCountry efficiency garden apt
23–30 Jun
Holiday home in East Hampton
5.0 out of 5 average rating, 25 reviewsFamily Friendly Lake House Lake Pocotopaug Sunsets
9–16 May
Yurt in Killingworth
4.92 out of 5 average rating, 37 reviews@Get_Yurty, wooden Yurt with 2 sleeping pods.
2–9 Oct
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