Compare Middletown Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Middletown Cottages

Waterfront Cottage in Branford

Waterfront Cottage in Branford

branford CT
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This beach cottage also has a garden.
Hot Tub
Kitchen
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

Westbrook CT
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Pool
Hot Tub
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
Guilford Carriage House at Granite Lodge!

Guilford Carriage House at Granite Lodge!

3 out of 5
Guilford CT
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
The gardners Cottage 1 mile from long Island Sound - pet friendly

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

Clinton CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Dryer
Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town

Westbrook CT
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Charming 3-bedroom cottage short walk to Chalker Beach

Charming 3-bedroom cottage short walk to Chalker Beach

Old Saybrook CT
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Relax with a beautiful lake view

Relax with a beautiful lake view

Colchester CT
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

Old Saybrook CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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
    $183 nightly
    The price is $208 total per night from Jan 12 to Jan 13
    $208 total
    Jan 12 - Jan 13
    Total with taxes and fees
    8.8/10 Excellent! (546 reviews)
    New Haven Hotel

    New Haven Hotel

    229 George Street New Haven CT
    $110 nightly
    The price is $127 total per night from Jan 25 to Jan 26
    $127 total
    Jan 25 - Jan 26
    Total with taxes and fees
    9/10 Wonderful! (1,982 reviews)
    The Capitol Hotel

    The Capitol Hotel

    440 Asylum St Hartford CT
    $88 nightly
    The price is $102 total per night from Jan 11 to Jan 12
    $102 total
    Jan 11 - Jan 12
    Total with taxes and fees
    7.4/10 Good! (1,144 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
102 Cottages
Lowest Price
$102
Highest Price
$208
Popular accommodation
Waterfront Cottage in Branford, RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston., Direct waterfront renovated cottage. , Guilford Carriage House at Granite Lodge!, The gardners Cottage 1 mile from long Island Sound - pet friendly, Adorable Cottage with Cottage porch, walk to water & town, Charming 3-bedroom cottage short walk to Chalker Beach, Relax with a beautiful lake view, Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

Explore More Ways to Travel with Travelocity