
Pet-friendly holiday rentals in Middletown
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Middletown
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

The Federal Suite at the Wisteria Rest
The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

2 Bedroom Apartment Near Bristol Center
Ultra clean, 1st floor 890 squarefoot apartment. Offers 2 bedrooms, 1 full bathroom, New Samsung washer and dryer in the apartment. Recently everything renovated and updated. Private entrance, self check in (code will be sent prior to arrival). 2 free off street parking spaces available - more if needed. Walking distance to downtown Bristol. Less than 30 minutes to hartford, around 40 minutes from Bradley International Aeroport, 1 hour 50 minutes to New York, 1 hour 50 minutes from Boston

In-law apartment in Farmington River Cottage
If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

Fall Sale! CozyCottage/Pet-friendly/WalktoBeach
Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Private Cozy Suite, 0 Fees, Pets Allowed, EV Plug
A private cozy suite for you! Better than a hotel or private room & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. No cost EV charger on site. No cleaning fees!

Cozy Family Home - Kid & Pet Friendly
3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Lake Beseck cottage
Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

Lakeside apartment 2.5 miles from Wesleyan campus!
Walk out to your private deck from either the living room or the kitchen. Newly-refurbished apartment in a beautiful, peaceful setting on small lake, suitable for swimming or fishing. Enjoy free use of our paddleboat! This is an in-law apartment attached to our home, so we will be nearby to help with any issues that may arise during your stay.

West Hartford Center Apartment
Spacious 1 bedroom 1 bathroom apartment with a private entrance. A 10 minute walk from Blueback square, Whole Foods Market & more. Kitchen fully furnished, high speed internet, private balcony, 86 inch smart TV, in a quiet and safe neighborhood. Washer and dryer in apartment, free driveway parking. Pets allowed

Your home away from home for Comfort & Convenience
Experience the charm of Manchester CT in this fully furnished 1 bedroom apartment! Available now. Pet-friendly, with laundry facilities conveniently located within the unit. Enjoy easy access to highways from this centrally located apartment while being just minutes away from quaint downtown area amenities.
Popular amenities for Middletown pet-friendly home rentals
Pet-friendly house rentals

Stunning Artisan Waterfall Escape, Walk Downtown

Charming home in West Hartford

Beautiful lakefront home, 4bed 2.5ba

Westshore Luxury

Pet Friendly Cozy Home for Work/Leisure

The Dragon Fly Garden

Bright & Private WHOLE HOUSE 4 YOU Near Everything

Your Perfectly Wonderful Woodbury Sanctuary!
Pet-friendly home rentals with a pool

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Killingworth Estate - Elite Amenities & Finishings

Charming apartment with breathtaking view!

Hilltop House w/POOL/SPA- HOST & Co.

Cozy studio unit

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

Serene Lakeview

Waterfront Beach House with pool
Private, pet-friendly home rentals

Loft at WR Meadows

Home away from home (2 bedrooms, 2 beds)

Private Bright Studio Retreat with kitchen

1,500 sq feet one level ranch completely remodeled

The Cottage at Indian Cove

Your Own Barn Loft Suite Among the Treetops

In-law Private Studio Apartment

Country retreat 25min to Hartford/15min to UCONN
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 AUD | $179 AUD | $179 AUD | $200 AUD | $200 AUD | $212 AUD | $214 AUD | $210 AUD | $209 AUD | $183 AUD | $179 AUD | $180 AUD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Quick stats about holiday rentals that are pet-friendly in Middletown

Total holiday rentals
Explore 30 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Middletown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Middletown rentals

4.8 Average rating
Middletown stays are highly rated by guests—averaging 4.8 out of 5!
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- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Six Flags New England
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Ocean Beach Park
- Kent Falls State Park
- Mohegan Sun
- Mohawk Mountain Ski Area
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