Compare Middleton Cottage Rentals

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Featured Middleton Cottages

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Come home to Rockport!

Come home to Rockport!

Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Cozy Cottage Old Fashioned Charm

Cozy Cottage Old Fashioned Charm

At this cottage, guests enjoy features like beach towels.
Kitchen
Air conditioning
Adorable Beach house with lots of outdoor space and steps to Long Beach!

Adorable Beach house with lots of outdoor space and steps to Long Beach!

At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

Beverly, MA
$346 nightly
The price is $386 total per night
$386 total
Oct 8 - Oct 9
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

3 out of 5
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC

Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC

At this vacation home, guests have access to features like laundry facilities.
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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 Middleton

    Omni Boston Hotel at the Seaport

    Omni Boston Hotel at the Seaport

    450 Summer Street, Boston, MA
    $274 nightly
    The price is $319 total per night from Oct 30 to Oct 31
    $319 total
    Oct 30 - Oct 31
    Total with taxes and fees
    9/10 Wonderful! (4,095 reviews)
    citizenM Boston North Station

    citizenM Boston North Station

    70 Causeway Street, Boston, MA
    $229 nightly
    The price is $267 total per night from Oct 5 to Oct 6
    $267 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9.2/10 Wonderful! (3,848 reviews)
    The Dagny Boston

    The Dagny Boston

    89 Broad Street, Boston, MA
    $279 nightly
    The price is $325 total per night from Oct 31 to Nov 1
    $325 total
    Oct 31 - Nov 1
    Total with taxes and fees
    9.4/10 Exceptional! (6,529 reviews)

Cottages

Book a cottage in Middleton
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Middleton. 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 Middleton better.

Cottage apartments in Middleton 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 Middleton
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 Middleton 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 Middleton 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 Middleton. 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.

Middleton Cottages essential information

Accommodation
74 Cottages
Lowest Price
$267
Highest Price
$386
Popular accommodation
Good Harbor Beach House - walk to beach, close to restaurants and shopping!, Come home to Rockport!, Cozy Cottage Old Fashioned Charm , Adorable Beach house with lots of outdoor space and steps to Long Beach! , Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown, Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead, WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room, Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC, Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

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