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Vacation rentals with a patio in Middlesex County

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Top-rated patio rentals in Middlesex County

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Guesthouse in East Hampton

4.83 out of 5 average rating, 42 reviews

Your Own Barn Loft Suite Among the Treetops

Forget your worries in this spacious and serene space. You’ll arrive through your own driveway, park in your own spot and enter through a private entrance. Make yourself at home whether a weekend get away or traveling for work you’ll feel very relaxed. 250’ from the airline trail, walk or bike right into downtown East Hampton for a coffee in the morning or set out on the 30 + mi trail to enjoy your true country getaway. Head into Middletown to enjoy many restaurants, bars or clubs. *NOTE PET FEE

Jun 16 – 23

G$33,108 GYD per night

Cottage in Deep River

5.0 out of 5 average rating, 9 reviews

Serene Waterfront Cottage

Welcome to Smuggler’s Cove Cottage. Rumor has it that this quaint cottage was once the scene of infamous rum running. Today, it’s our little slice of heaven away from the chaotic city life. It’s the perfect place to curl up and read a book by the fire when it’s chilly out. During the warmer months, take full advantage of the spacious waterfront patio & docks. Whether you’re sunbathing or having a drink watching the local geese and ducks float by, this tranquil cottage has everything you need.

Mar 4 – 11

G$96,123 GYD per night

Cottage in Westbrook

4.85 out of 5 average rating, 96 reviews

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.

Oct 17 – 24

G$28,508 GYD per night

Home in Old Saybrook

4.96 out of 5 average rating, 49 reviews

Steps to Beach! *Cozy Cottage* Pet Friendly

Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.

Apr 13 – 20

G$31,531 GYD per night

Home in Guilford

4.89 out of 5 average rating, 38 reviews

Guilford cozy in-law apt with private entrance

Our apt is close to I95, 2 hrs from NYC, 25 mins. from New Haven, 2 1/2 hrs from Newport, RI, 3 hrs from Boston, MA, 45 mins from Hartford, CT. Guilford is a shoreline town and a convenient location from which to take many day trips. You’ll love our place because it sits in a wooded setting on an interior lot. We have an outdoor seating area with a replace, under roof. And, yet we are 5 mins. to the highway access. Our apartment is good for couples, solo adventurers, and business travelers.

Sep 1 – 8

G$32,567 GYD per night

Apartment in Chester

4.99 out of 5 average rating, 70 reviews

The Millhouse Downtown Chester

An upscale destination with accommodations for foodies & friends in the heart of historic Chester CT. Stay at this beautifully renovated historic Millhouse in charming downtown Chester. Enjoy strolling the streets loaded with shops, award winning restaurants, a microbrewery, art galleries, and more. All within a 1 minute walk. Our prime location is just 20 minutes to the CT shoreline and located in the heart of the CT River Valley. The Millhouse is next door to the Chester Historical Museum.

Dec 18 – 25

G$62,335 GYD per night

Home in East Haddam

4.95 out of 5 average rating, 96 reviews

Romantic Getaway at The Lake!

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 Hartford, 30 minutes from the Mohegan Casino.

Oct 5 – 12

G$95,347 GYD per night

Condo in Middletown

4.97 out of 5 average rating, 103 reviews

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 kichen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking, swimming pool. 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

Nov 15 – 22

G$25,146 GYD per night

Cottage in Hebron

4.9 out of 5 average rating, 88 reviews

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.

Nov 30 – Dec 7

G$35,962 GYD per night

Apartment in Middletown

4.98 out of 5 average rating, 149 reviews

Apartment Near Wesleyan, Downtown, Wedding Venues!

Welcome! We are sure you will enjoy your stay in this centrally located first-floor apartment, which sleeps 5-6 guests! You'll feel at home in this cozy 2-bedroom unit, stocked with everything you would need during your stay. Walking distance away from Main Street and Wesleyan, you'll be able to explore all Middletown and the surrounding area has to offer. Two porches, a fenced-in backyard, and a firepit are all available for your use! Pets are welcome! Any questions? Message us!

Sep 6 – 13

G$27,038 GYD per night

Apartment in Deep River

4.91 out of 5 average rating, 104 reviews

Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

Mar 31 – Apr 7

G$35,075 GYD per night

Loft in Chester

4.99 out of 5 average rating, 86 reviews

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.

Sep 13 – 20

G$37,506 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Middlesex County patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Guilford

4.96 out of 5 average rating, 26 reviews

Charming loft in Guilford

Oct 3 – 10

G$33,418 GYD per night

Apartment in Old Lyme

4.95 out of 5 average rating, 43 reviews

Private apartment in the heart of Old Lyme village

Jul 24 – 31

G$58,875 GYD per night

Apartment in Guilford

4.94 out of 5 average rating, 35 reviews

Enjoy a taste of New England Charm

Aug 30 – Sep 6

G$64,888 GYD per night

Apartment in Lyme

New place to stay

Sweet & Spacious Garden Apt

Dec 21 – 28

G$20,362 GYD per night

Apartment in Killingworth

4.88 out of 5 average rating, 8 reviews

Life on the Farm

Dec 2 – 9

G$24,153 GYD per night

Apartment in Middletown

4.79 out of 5 average rating, 14 reviews

Private Apt in Middletown-Wesleyan

Aug 17 – 24

G$49,288 GYD per night

Apartment in Madison

4.88 out of 5 average rating, 8 reviews

One Bedroom Apt-Cristys Madison

Aug 8 – 15

G$91,900 GYD per night

Apartment in Middletown

New place to stay

Your Sweet Spot in Middletown CT

Dec 18 – 25

G$22,707 GYD per night

House rentals with a patio

Home in Madison

5.0 out of 5 average rating, 9 reviews

Stylish Modern Home, 4-Bedroom, Madison CT

Sep 27 – Oct 4

G$79,872 GYD per night

Home in Middletown

4.95 out of 5 average rating, 19 reviews

Hot Tub and pool Home away from home

Jul 31 – Aug 7

G$70,559 GYD per night

Home in Essex

4.97 out of 5 average rating, 33 reviews

Ideal Historic Home in Essex Village

Mar 27 – Apr 3

G$93,334 GYD per night

Home in Old Saybrook

5.0 out of 5 average rating, 24 reviews

3BR Private Cottage w/ Pool in Old Saybrook

Feb 28 – Mar 7

G$79,718 GYD per night

Home in East Hampton

4.96 out of 5 average rating, 24 reviews

A Relaxing Getaway Lake House

May 13 – 20

G$109,793 GYD per night

Home in Essex

5.0 out of 5 average rating, 53 reviews

4-Bedroom Farmhouse *Comfort and Privacy*

Mar 10 – 17

G$112,777 GYD per night

Home in East Hampton

4.95 out of 5 average rating, 21 reviews

Waterfront Lake House

Feb 16 – 23

G$106,883 GYD per night

Home in East Haddam

5.0 out of 5 average rating, 15 reviews

Pine Pond at Devils Hopyard State Park

Jun 4 – 11

G$135,600 GYD per night

Condo rentals with a patio

Condo in Norwich

4.99 out of 5 average rating, 112 reviews

Peaceful Oasis steps from Mohegan Sun

Nov 2 – 9

G$34,167 GYD per night

Condo in Norwich

4.99 out of 5 average rating, 167 reviews

Modern & Cozy Villa with low cleaning charge!

Sep 28 – Oct 5

G$46,050 GYD per night

Condo in Norwich

5.0 out of 5 average rating, 39 reviews

Villla, king bed, Spa, casinos, hot tub, pool

Nov 17 – 24

G$27,802 GYD per night

Condo in New Britain

4.87 out of 5 average rating, 39 reviews

Beautiful Space All For You!

Aug 25 – Sep 1

G$28,200 GYD per night

Condo in Norwich

4.94 out of 5 average rating, 52 reviews

Spa Creek - Chic Modern Villa near Spa & Casinos

Apr 2 – 9

G$35,782 GYD per night

Condo in Norwich

4.98 out of 5 average rating, 89 reviews

The Vacay Villa

Aug 6 – 13

G$45,192 GYD per night

Condo in Norwich

4.95 out of 5 average rating, 21 reviews

Double bed/sauna/pool/jacuzzi- near Spa & Mohegan

Mar 12 – 19

G$47,553 GYD per night

Condo in Sag Harbor

4.86 out of 5 average rating, 43 reviews

Cute cottage apartment upstairs above store in Sag

Jul 8 – 15

G$70,645 GYD per night

Destinations to explore