Compare Middletown Cottage Rentals

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Featured Middletown Cottages

Direct waterfront renovated cottage.

Direct waterfront renovated cottage.

At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

$165 nightly
The price is $187 total per night
$187 total
Oct 6 - Oct 7
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Kitchen
Air conditioning
Go Jump in the Lake!

Go Jump in the Lake!

This cottage offers a water park, laundry facilities, and local meal delivery service. Other amenities at this family-friendly cottage include a garden and barbecue grills.
Kitchen
Washer
Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

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

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

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Dryer
Historic cottage in Deep River, CT

Historic cottage in Deep River, CT

Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
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

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Air conditioning
Guilford Carriage House at Granite Lodge!

Guilford Carriage House at Granite Lodge!

3 out of 5
Guests staying at this cottage enjoy access to a marina, an outdoor pool, and free WiFi in public areas. A stay here includes free parking.
Pool
Kitchen
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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
    $219 nightly
    The price is $249 total per night from Oct 6 to Oct 7
    $249 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.8/10 Excellent! (504 reviews)
    The Capitol Hotel

    The Capitol Hotel

    440 Asylum St, Hartford, CT
    $103 nightly
    The price is $118 total per night from Oct 5 to Oct 6
    $118 total
    Oct 5 - Oct 6
    Total with taxes and fees
    7.4/10 Good! (1,091 reviews)
    Omni New Haven Hotel at Yale

    Omni New Haven Hotel at Yale

    155 Temple St, New Haven, CT
    $167 nightly
    The price is $192 total per night from Oct 19 to Oct 20
    $192 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8.4/10 Very Good! (1,016 reviews)

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
109 Cottages
Lowest Price
$118
Highest Price
$249
Popular accommodation
Direct waterfront renovated cottage. , 1-bedroom cottage with Grove Beach 🏖️ access., Go Jump in the Lake!, Cozy cottage near downtown Clinton, Marina & Hammonasset Park, The gardners Cottage 1 mile from long Island Sound - pet friendly, Historic cottage in Deep River, CT, Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!, Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook, Guilford Carriage House at Granite Lodge!

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