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
$191 nightly
The price is $216 total per night
$216 total
Sep 6 - Sep 7
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has 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
$291 nightly
The price is $329 total per night
$329 total
Sep 8 - Sep 9
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
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
Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views

East Hampton CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Plymouth CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
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
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
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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
    $173 nightly
    The price is $196 total per night from Sep 7 to Sep 8
    $196 total
    Sep 7 - Sep 8
    Total with taxes and fees
    The Capitol Hotel

    The Capitol Hotel

    440 Asylum St Hartford CT
    $101 nightly
    The price is $116 total per night from Sep 10 to Sep 11
    $116 total
    Sep 10 - Sep 11
    Total with taxes and fees
    7.4/10 Good! (1,516 reviews)
    New Haven Hotel

    New Haven Hotel

    229 George Street New Haven CT
    $126 nightly
    The price is $145 total per night from Sep 7 to Sep 8
    $145 total
    Sep 7 - Sep 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
$116
Highest Price
$329
Popular accommodation
1-bedroom cottage with Grove Beach 🏖️ access., 4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill, The gardners Cottage 1 mile from long Island Sound - pet friendly, 2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard, Lakeview Carriage House with Spectacular Sunset Views, Cozy cottage near downtown Clinton, Marina & Hammonasset Park, Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape, 2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!, Beach duplex—2 full homes with private access, backyard, and ocean views!

More to Explore