Compare Middletown Cottage Rentals

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Featured Cottages in Middletown

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$202 nightly
The price is $229 total per night
$229 total
Oct 27 - Oct 28
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Direct waterfront renovated cottage.

Direct waterfront renovated cottage.

Madison CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

3 out of 5
Madison CT
This cottage features free WiFi in public areas and barbecue grills. If you decide to drive, there's free parking.
Kitchen
Parking included
2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

Westbrook CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Beach duplex—2 full homes with private access, backyard, and ocean views!

Beach duplex—2 full homes with private access, backyard, and ocean views!

Clinton CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton CT
$263 nightly
The price is $297 total per night
$297 total
Oct 7 - Oct 8
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Dryer
Waterfront! Brand New Cozy Cottage in Old Lyme, CT

Waterfront! Brand New Cozy Cottage in Old Lyme, CT

Old Lyme CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Old Saybrook CT
At this cottage, guests have access to barbecue grills.
Kitchen
Air conditioning
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Middletown

    Inn at Middletown

    Inn at Middletown

    70 Main Street Middletown CT
    $169 nightly
    The price is $192 total per night from Oct 27 to Oct 28
    $192 total
    Oct 27 - Oct 28
    Total with taxes and fees
    9/10 Wonderful! (653 reviews)
    The Capitol Hotel

    The Capitol Hotel

    440 Asylum St Hartford CT
    $93 nightly
    The price is $107 total per night from Nov 1 to Nov 2
    $107 total
    Nov 1 - Nov 2
    Total with taxes and fees
    7.4/10 Good! (1,557 reviews)
    Pier Blue Inn Old Saybrook - Essex

    Pier Blue Inn Old Saybrook - Essex

    1430 Boston Post Rd Old Saybrook CT
    $78 nightly
    The price is $90 total per night from Oct 7 to Oct 8
    $90 total
    Oct 7 - Oct 8
    Total with taxes and fees

Cottages

Book a cottage in Middletown
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Middletown. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Middletown better.

Cottage apartments in Middletown range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Middletown
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Middletown and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Middletown cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Middletown. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Middletown Cottages essential information

Accommodation
99 Cottages
Lowest Price
$90
Highest Price
$297
Popular accommodation
1-bedroom cottage with Grove Beach 🏖️ access., Cozy cottage near downtown Clinton, Marina & Hammonasset Park, Direct waterfront renovated cottage. , 2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!, 2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard, Beach duplex—2 full homes with private access, backyard, and ocean views!, The gardners Cottage 1 mile from long Island Sound - pet friendly, Waterfront! Brand New Cozy Cottage in Old Lyme, CT, Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

More to Explore