
House holiday rentals in Gloucester
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Top-rated house rentals in Gloucester
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Gloucester
House rentals with a pool

Mansion in Gloucester with Pool

Nana-tucket Inn

Elegant Spacious Retreat with Prime Boston Access!

Large Pool, Nature Trails, Redd's Pond, 4-Bed

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ

Spacious vacation unit in premium suburban town

Sanctum by the Lake
Weekly house rentals

2 bedroom in heart of Gloucester

Northridge View

Beach Life Bliss - steps to the beach

Luxurious 5 Bed Home Ocean View Walk Good Harbor

Breathtaking Retreat - Walk to Beach & Downtown

Seaside Escape

Newly Renovated Ocean Escape

Ocean views! Welcome to Sea Breeze!
Private house rentals

Adorable renovated house, steps from Front Beach

Eden Cove

Chic Coastal Retreat

Walk To Good Harbor, OCEAN VIEWS, Open All Year!

Modern farmhouse with all the comforts of home!

New South End Home Quiet Lane To Old Garden Beach

Gather @ Ocean - Home Sleeps 14 w/ 3.5 baths

Pavilion Beach Townhouse
Quick stats about house rentals in Gloucester
Total rentals
280 properties
Total number of reviews
7.5K reviews
Family-friendly rentals
260 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Wifi availability
280 properties include access to wifi
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- Quebec City Holiday rentals
- Apartment rentals Gloucester
- Pet-friendly rentals Gloucester
- Rentals with beach access Gloucester
- Rentals with a patio Gloucester
- Rentals with breakfast Gloucester
- Rentals with a fireplace Gloucester
- Rentals with a kayak Gloucester
- Private suite rentals Gloucester
- Rentals with an EV charger Gloucester
- Rentals with outdoor seating Gloucester
- Waterfront rentals Gloucester
- Rentals with a firepit Gloucester
- Family-friendly rentals Gloucester
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- Rentals with a washing machine and dryer Gloucester
- Flat rentals Gloucester
- Beachfront rentals Gloucester
- House rentals Essex County
- House rentals Massachusetts
- House rentals United States
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Lynn Beach
- Long Sands Beach
- York Harbor Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- Canobie Lake Park
- Crane Beach
- Freedom Trail
- Faneuil Hall Marketplace
- MIT Museum
- Jenness State Beach
- North Hampton Beach
- Quincy Market
- Museum of Fine Arts, Boston
- Sawyers Beach