
Holiday rentals with a patio in Middletown
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Middletown
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Breathtaking home with unforgettable views & pool!
This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or stargazing at night. far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. Please let us know before booking more than 4 people whether it is just for the day or night or both. No loud music no parties.

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.

Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Cozy 2 bdrm 1 bthrm apartment with WI-FI, parking
Your family will be close to everything when you stay at this centrally-located place. Middletown is well known for its plethora of restaurants. We are close to Illiano’s Ristorante & Pizzeria, and Tiano Smokehouse resturant for example. Main Street Middletown, Wesleyan University, Rt 9, and Pratt and Whitney are all less than 10 minutes drive. Take a stroll by the river at Harbor Park (5 minute drive), or just get your daily steps in by strolling around our tranquil and friendly neighborhood.

Bright & Private WHOLE HOUSE 4 YOU Near Everything
Welcome to our clean, bright, and private home, just a 15-minute drive from the heart of Hartford! Designed with your comfort and convenience in mind, this cozy retreat is perfect for families, couples, and professionals looking for a peaceful yet central stay! Prime Location, WHOLE HOUSE – Explore New Britain & Beyond! Guest Access: ✔ Private driveway for easy parking ✔ Enclosed garage with keyless entry for secure parking ✔ Keyless pad entry at the front door (host will provide the code)

Welcome to The Holly at Amston Lake
Welcome to The Holly at Amston Lake! Great two-bedroom cottage situated in a peaceful lake community. Great place to enjoy time with family and friends. Take a stroll down to the main beach or enjoy the great views of the lake from the deck! Don't forget about the gas fire pit for those chilly evenings. We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit, kayaks, and two main beaches.

Cozy Historic Home Guest Suite
Escape to a bright, cozy guest suite next to a historic New England home! Enter through your own doorway and feel welcomed by rich dark‑wood accents and sunlight‑filled rooms. Enjoy a front yard patio, expansive yard, century‑old trees, then local cafés and a state park within a 8 minute drive or an easy day trip by train to Manhattan or Boston. Return to hominess, and modern comforts—Wi‑Fi, kitchenette, queen bed, plus the perk of free private parking. Relax and feel at home.

Entire place to yourself Cromwell/Middletown Line
Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

The Village Loft: UNIQUE 1 BDRM W/ PRIVATE DECK
Located in charming downtown Chester, our loft rests above the newly established Village Bistro; with the loft being situated above our restaurant and on Main Street please keep in mind that you may hear some background noise during normal business hours. Additionally, you will be staying in a 200-year-old structure so there is some quirkiness that goes along with an aged building such as ours but rest assured you will feel right at home in this cozy, warm, historic space.

Walk to Wesleyan & Dwtn New Hot tub w/ outdoor TV
.5 mile walk to Main St. w/ restaurants, shops and bars! New hot tub seats 7 & outdoor TV! Right across the street from Wesleyan University. Don’t miss this renovated 3br apt in a historic 1829 home. All new appliances, private deck with grill and seating for 7! TV with Roku, WIFI, dishwasher, full kitchen stocked with everything you need, private deck, fire pit, cozy living room, close to wedding venues, Rt 9,I-91, Hartford and short drive to beaches. Questions? Msg us!

Quiet Comfy Getaway 3 BDR home
Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

The Winchester House at Science Park-Yale
Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!
Popular amenities for rentals with patio in Middletown
Flat rentals with a patio

The Boathouse, private downtown Harborside suite

The Brick: Rooftop Deck Home. Walk to Yale!

Lakefront Luxury on Pattagansett

Gemstone: Family-friendly, Close to Yale/Downtown

Sunny Fairfield Studio Apartment

The Millhouse Downtown Chester

Retreat in New Haven by Stephanie and Damian

The Pond Mill Retreat w/ 2 Bdrms & Pool
House rentals with a patio

Westshore Luxury

Spacious 3 Bedroom Ranch With Office

Oceanfront Beach House w/ Private Hot Tub

Lakeside Paradise with Breathtaking Sunsets

The ARLO - Walk to Brewery & Restaurants

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

WeHa Penthouse w/ Private Deck

Walkable Glastonbury near Riverfront Park
Apartment rentals with a patio

Meadow View

Spacious Condo • Quick Drive to Everything

Comfortable Relaxing Ideal Oasis

Watersedge resort time share Westbrook ct

Historic Estate Studio Loft

Luxury furnished condo. Attached garage. Fireplace

Seashore getaway - CT shoreline

Apartments Downtown Hartford
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 111 | € 107 | € 107 | € 136 | € 131 | € 124 | € 126 | € 136 | € 114 | € 114 | € 106 | € 111 |
| 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 with a patio in Middletown

Total holiday rentals
Explore 50 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 4,900 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Middletown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Middletown rentals

4.9 Average rating
Middletown stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a firepit Middletown
- Family-friendly rentals Middletown
- Rentals with a fireplace Middletown
- Apartment rentals Middletown
- Rentals with a patio Connecticut
- Rentals with a patio United States
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Six Flags New England
- Thunder Ridge Ski Area
- Fairfield Beach
- Ocean Beach Park
- Mohegan Sun
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Mystic Seaport Museum
- Sleeping Giant State Park
- Mount Southington Ski Area
- Long Island Aquarium
- Compo Beach
- Sherwood Island State Park
- Ski Sundown
- Orient Beach State Park
- Mystic Aquarium
- Ocean Beach
- Wölffer Estate Vineyard




