Compare Gloucester Cottage Rentals

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Featured Cottages in Gloucester

Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck.

Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck.

Hampton NH
Guests staying at this cottage enjoy an outdoor pool, a gym, and free WiFi in public areas. Onsite parking is available for a fee. Additional amenities include a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Beverly MA
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Good Harbor Beach House - walk to beach, close to restaurants and shopping!

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

Gloucester MA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Plum Island Beach Cottage - 4 Minute Walk To Beach!!

Plum Island Beach Cottage - 4 Minute Walk To Beach!!

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

Come home to Rockport!

Rockport MA
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester MA
$313 nightly
The price is $349 total per night
$349 total
Apr 18 - Apr 19
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Central AC, child safe fenced in yard, 3 minutes to the beach. NO CLEANING FEE

Central AC, child safe fenced in yard, 3 minutes to the beach. NO CLEANING FEE

Hampton NH
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Air conditioning
Cozy Cottage Old Fashioned Charm

Cozy Cottage Old Fashioned Charm

Rockport MA
At this cottage, guests enjoy features like beach towels.
Kitchen
Air conditioning
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

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

    Beauport Hotel Gloucester

    Beauport Hotel Gloucester

    55 Commercial Street Gloucester MA
    $209 nightly
    The price is $233 total per night from Apr 13 to Apr 14
    $233 total
    Apr 13 - Apr 14
    Total with taxes and fees
    9.6/10 Exceptional! (943 reviews)
    Castle Manor Inn

    Castle Manor Inn

    141 Essex Avenue Gloucester MA
    $179 nightly
    The price is $200 total per night from Apr 18 to Apr 19
    $200 total
    Apr 18 - Apr 19
    Total with taxes and fees
    8.4/10 Very Good! (1,000 reviews)
    The Hotel at Cape Ann Marina

    The Hotel at Cape Ann Marina

    75 Essex Avenue Gloucester MA
    $215 nightly
    The price is $240 total per night from Apr 13 to Apr 14
    $240 total
    Apr 13 - Apr 14
    Total with taxes and fees
    8.4/10 Very Good! (781 reviews)

Cottages

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

Cottage apartments in Gloucester 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 Gloucester
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 Gloucester 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 Gloucester 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 Gloucester. 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.

Gloucester Cottages essential information

Accommodation
102 Cottages
Lowest Price
$200
Highest Price
$349
Popular accommodation
Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck., Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston, Good Harbor Beach House - walk to beach, close to restaurants and shopping!, Plum Island Beach Cottage - 4 Minute Walk To Beach!!, Come home to Rockport!, Luxury 1900's romantic retreat steps from the beach - King Suite!, Central AC, child safe fenced in yard, 3 minutes to the beach. NO CLEANING FEE , Cozy Cottage Old Fashioned Charm , WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

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