Holiday homes in Middletown

Enjoy your stay and find the best Holiday homes in Middletown at affordable prices

Searching for a holiday home in Middletown (Connecticut)? Explore a great selection of vacation homes in Middletown to find the one that best fits to your needs, starting from $28.05 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Middletown and region (50 miles)

Lovely 3 Bedroom Colonial home

Holiday home in Middletown, Connecticut , 6 Heather Square

Situated in Middletown, 18 km from Central Connecitcut State University, 23 km from Wadsworth Atheneum and 24 km from Bushnell Center for Performing A...

Parking

Very good 7 Reviews 8.3

from $223.93 Show details »

Gorgeous 3 bedroom - 9 mins to Hartford,...

Holiday home in West Hartford near Middletown, Connecticut , 89 Newington Road

Located 5.6 km from Mark Twain House, 5.8 km from Central Connecitcut State University and 6.8 km from Bushnell Center for Performing Arts, Gorgeous 3...

Parking
Pets allowed

Good 18 Reviews 7.8

from $318.95 Show details »

West End Historic - West End Historic @...

Holiday home in Hartford near Middletown, Connecticut , 25 N Beacon St

Boasting air-conditioned accommodation with a patio, West End Historic - West End Historic @ #ElizabethPark is situated in Hartford.

no reviews

from $28.05 Show details »

Beautiful 3 bedroom Condo in Hartford!

Holiday home in Hartford near Middletown, Connecticut , 84 Fairmount Street

Beautiful 3 bedroom Condo in Hartford! is situated in Hartford, 2.3 km from Bushnell Center for Performing Arts, 3.1 km from Mark Twain House, as well...

Parking
Pets allowed

Okay 29 Reviews 5.7

from $119.22 Show details »

Lakefront Home, Close to Mt Southington!

Holiday home in Wolcott near Middletown, Connecticut

Situated 12 km from Lake Compounce, 19 km from Witch s Dungeon Classic Movie Museum and 27 km from Central Connecitcut State University, Lakefront Hom...

Parking

no reviews

from $367.00 Show details »

Cheerful New England home near Quinnipia...

Holiday home in Hamden near Middletown, Connecticut , 346 West Woods Road

Cheerful 4 Bedroom home near Quinnipiac University is situated in Hamden, 15 km from The Yale Bowl and 15 km from City Hall, in an area where hiking c...

Parking
Pets allowed

no reviews

from $224.97 Show details »

Guilford Carriage House at Granite Lodge...

Holiday home in Guilford near Middletown, Connecticut

Set 21 km from City Hall, 22 km from Yale University and 24 km from The Yale Bowl, Guilford Carriage House at Granite Lodge! offers accommodation loca...

Parking

no reviews

from $376.67 Show details »

Beautiful home in excellent area 10 mins...

Holiday home in Branford near Middletown, Connecticut , 23 Featherbed Lane

Boasting garden views, Beautiful home in excellent area 10 mins to yale provides accommodation with a terrace and a balcony, around 15 km from City Ha...

Parking
Pets allowed
Family rooms

no reviews

from $395.00 Show details »

Reel Simple Bolton Lake Cottage

Holiday home in Bolton near Middletown, Connecticut , 966 Boston Turnpike

Reel Simple Bolton Lake Cottage is a beachfront property located in Bolton, 22 km from Wadsworth Atheneum and 22 km from XL Center.

Parking
Family rooms
Tea/Coffee maker
Bath
TV

Fabulous 1 Reviews 9.0

from $232.95 Show details »

Lovely Ranch House in Windsor, 10 mins t...

Holiday home in Windsor near Middletown, Connecticut , 879 Bloomfield Avenue

Lovely Ranch House in Windsor, 10 mins to Hartford Connecticut is set in Windsor, 11 km from Comcast Theatre, 12 km from XL Center, as well as 13 km f...

Parking
Pets allowed

Good 19 Reviews 7.8

from $135.97 Show details »

Bolton Lake Home

Holiday home in Vernon near Middletown, Connecticut , 49 Grier Road

Boasting a terrace, a bar, and water sports facilities, Bolton Lake Home features accommodation in Vernon with free WiFi and mountain views.

Bar
Family rooms
Tea/Coffee maker
Shower
Bath

Exceptional 3 Reviews 9.7

from $227.98 Show details »

The Bird House, Vernon CT

Holiday home in Vernon near Middletown, Connecticut , 147 Bolton Road

Within 22 km of XL Center and 22 km of University of Connecticut, The Bird House, Vernon CT provides free WiFi and a terrace.

Parking

no reviews

from $203.20 Show details »

Pet-Friendly Lebanon House with Lake Acc...

Holiday home in Lebanon near Middletown, Connecticut

Situated in Lebanon, 24 km from Eastern Connecticut State University and 32 km from Foxwoods Casinos, Pet-Friendly Lebanon House with Lake Access! fea...

Parking
Pets allowed

Exceptional 1 Reviews 10.0

from $302.67 Show details »

34ft Mobile Home Near Yale U

Holiday home in New Haven near Middletown, Connecticut , 221 Starr Street

34ft Mobile Home Near Yale U is located in New Haven, 3.5 km from City Hall, 5.1 km from The Yale Bowl, as well as 15 km from Connecticut Post Mall Sh...

Parking

no reviews

from $157.46 Show details »

Waterfront Cottage with Sunroom and Pati...

Holiday home in Clinton near Middletown, Connecticut

Set 33 km from Goodspeed Opera House, 33 km from Thimble Islands and 40 km from City Hall, Waterfront Cottage with Sunroom and Patio and Grill offers ...

Parking
Pets allowed

no reviews

from $239.67 Show details »

The Count House

Holiday home in Clinton near Middletown, Connecticut , 35 Hammock Parkway

Boasting sea views, The Count House offers accommodation with water sports facilities, a casino and barbecue facilities, around 33 km from Goodspeed O...

Parking
Restaurant
Pets allowed
Family rooms
Tea/Coffee maker

no reviews

from $325.00 Show details »

Queen Of Yale

Holiday home in New Haven near Middletown, Connecticut , 26 Compton Street

Situated in New Haven, 300 metres from Yale University and 1.5 km from City Hall, Queen Of Yale offers free WiFi and air conditioning.

Parking

no reviews

from $202.58 Show details »

Lakefront Cottage with Covered Porch and...

Holiday home in Coventry near Middletown, Connecticut

Set 16 km from Eastern Connecticut State University, 33 km from Wadsworth Atheneum and 33 km from XL Center, Lakefront Cottage with Covered Porch and ...

Parking

no reviews

from $329.33 Show details »

Westbrook Home with Ocean Views - Walk t...

Holiday home in Westbrook near Middletown, Connecticut

Westbrook Home with Ocean Views - Walk to Beach is situated in Westbrook, 37 km from Thimble Islands, 42 km from Wesleyan University, and 44 km from C...

Parking

Pleasant 2 Reviews 6.0

from $285.67 Show details »

Cozy Lakefront Cottage with Fire Pit, Gr...

Holiday home in Coventry near Middletown, Connecticut

Situated 10 km from University of Connecticut, 14 km from Eastern Connecticut State University and 31 km from Wadsworth Atheneum, Cozy Lakefront Cotta...

Parking
Pets allowed

no reviews

from $245.67 Show details »

Sweet Summer Old Saybrook Vacation Renta...

Holiday home in Old Saybrook near Middletown, Connecticut , 21 Middletown Avenue

Boasting a garden, a terrace, and a tennis court, Sweet Summer Old Saybrook Vacation Rental offers accommodation in Old Saybrook with free WiFi and ga...

Parking
Family rooms

Fabulous 6 Reviews 8.7

from $289.80 Show details »

Saybrook Manor Beach House

Holiday home in Old Saybrook near Middletown, Connecticut , 44 Middletown Ave

Boasting free bikes, a garden, and a bar, Saybrook Manor Beach House offers accommodation in Old Saybrook with free WiFi and garden views.

Parking
Bar
Family rooms

Very good 1 Reviews 8.0

from $332.50 Show details »

Grandmas Cottage with Sunroom Walk to Be...

Holiday home in Old Saybrook near Middletown, Connecticut

Set in Old Saybrook, 3 km from Harveys Beach and 26 km from Goodspeed Opera House, Grandmas Cottage with Sunroom Walk to Beach offers free WiFi and ai...

Parking
Pets allowed

no reviews

from $244.00 Show details »

Charming Old Saybrook Cottage Less Than...

Holiday home in Old Saybrook near Middletown, Connecticut

Set in Old Saybrook, 30 km from Goodspeed Opera House and 46 km from Thimble Islands, Charming Old Saybrook Cottage Less Than 1 Mi to Beach offers fre...

Parking

no reviews

from $285.00 Show details »

Private Guest House with Deck and Specta...

Holiday home in Uncasville near Middletown, Connecticut

Situated 32 km from Goodspeed Opera House and 36 km from Foxwoods Casinos, Private Guest House with Deck and Mountain Views! features accommodation lo...

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Exceptional 7 Reviews 9.6

from $242.33 Show details »

Number of Holiday homes in Middletown	44
Number of guest ratings	411
Average price per night	$385.47
Lowest price per night	$28.05
Highest price per night	$989.77

Most popular Holiday-homes in Middletown

The most popular Holiday-homes in Middletown based on average guest rating (Top 10).

Cheapest Holiday-homes in Middletown

The cheapest Holiday-homes in Middletown based on room rate per night (Top 10).

Very good 7 Reviews 8.3

Lovely 3 Bedroom Colonial home

Holiday home in Middletown, Connecticut

Situated in Middletown, 18 km from Central Connecitcut State University, 23 km from Wadsworth Atheneum and 24...

Parking

from $223.93

Most booked Holiday-homes in Middletown

The most booked Holiday-homes in Middletown based on popularity with guests (Top 10).

Holiday homes in Middletown (Connecticut), comfortable and familiar

Staying in a holiday or vacation home in Middletown can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Middletown for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Middletown should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Check availability

Holiday homes in Middletown

Enjoy your stay and find the best Holiday homes in Middletown at affordable prices

Most popular Holiday-homes in Middletown

Cheapest Holiday-homes in Middletown

Most booked Holiday-homes in Middletown

Holiday homes in Middletown (Connecticut), comfortable and familiar

Find the best Holiday home in Middletown for your needs