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

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

Hidden Cozy Waterfront Eco Cabin Nature Sanctuary
Welcome to Otter Falls Inn! Nestled in the trees directly above the brook and hidden off the main road sits our cozy, vintage eco cottage. Just 8 minutes from all major conveniences, our property is a hidden oasis- an urban nature sanctuary where we are restoring native habitat and the waterway. We lovingly restored and updated the cottage to offer a unique, relaxing, romantic getaway where guests can slow down and enjoy connecting to each other and nature in this stylish, eco conscious home.

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.

Gemstone: Family-friendly, Close to Yale/Downtown
Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

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)

Cozy Oasis, Lakefront with Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Amazing 2BR Riverfront Gem
Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.

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.

Storybook 2 Bedroom Cottage
Enjoy a relaxing stay at this charming storybook home which has just been refreshed professionally and redesigned with unique and gorgeous antique furnishings and decor. Built in 1895, the home was re-envisioned by designer Charles Spada in the 90’s. A lovely private back yard with beautiful stone work and plantings. The proximity to shopping, galleries, restaurants and Old Saybrook, Town Beach and Katherine Hepburn theater makes this location ideal.

Home away from home
Enjoy this stylish third-floor apartment with two cozy bedrooms, each featuring a queen bed. The space includes a fully equipped kitchen, modern full bathroom, and a private balcony—perfect for relaxing. Just steps from Joey’s Pizza Pie and Park Lane Pizza, you’ll be in the heart of West Hartford’s best dining. Ideal for work trips or getaways, this apartment offers comfort, convenience, and charm.
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!

Your home away from home for Comfort & Convenience

Sunny Fairfield Studio Apartment

The Millhouse Downtown Chester

Stedley Creek

Retreat in New Haven by Stephanie and Damian

Private 1st flr apt w/ patio 3 blocks from beach
House rentals with a patio

Country getaway - pool, huge yard,

Grammy's Lake House on Lake Pocotopaug

Westshore Luxury

Charming River Home

Spacious 3 Bedroom Ranch With Office

Lakeside Paradise with Breathtaking Sunsets

Mohegan Sun & Foxwoods nearby.

Relaxing Lake House Retreat | Family Friendly
Apartment rentals with a patio

Spa Dreams

Meadow View

Greenport Getaway at Cliffside Condos

Poolside Jackpot: Studio Condo near Casino

Cozy Villa Close to Mohegan Sun w/ Pool & Hot Tub

Newly Renovated Villa with King Bed at Norwich Spa

Peaceful Oasis steps from Mohegan Sun

The Vacay Villa
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €117 | €116 | €117 | €138 | €132 | €125 | €128 | €138 | €116 | €116 | €107 | €112 |
| 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 €35 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!
Destinations to explore
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- Rentals with a firepit Middletown
- Rentals with outdoor seating Middletown
- Rentals with a washing machine and dryer Middletown
- Rentals with a fireplace Middletown
- Flat rentals Middletown
- House rentals Middletown
- Cottage rentals Middletown
- Pet-friendly rentals Middletown
- Apartment rentals Middletown
- Family-friendly rentals Middletown
- Rentals with a patio Connecticut
- Rentals with a patio United States
- Beach
- Yale University
- Six Flags New England
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Fairfield Beach
- Mohegan Sun
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Kent Falls State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Long Island Aquarium
- Yale University Art Gallery
- Ski Sundown
- Sherwood Island State Park
- Compo Beach
- Wölffer Estate Vineyard
- Mount Southington Ski Area
- University of Connecticut
- Orient Beach State Park





