
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

Fantastic Kittery Home with Pool

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

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

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

Sanctum by the Lake

Spacious vacation unit in premium suburban town
Weekly house rentals

Chic Coastal Retreat

Oceanfront Home Rockport

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

Modern farmhouse with all the comforts of home!

Seaside Escape

Ocean views! Welcome to Sea Breeze!

“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor

Cozy 2 Bedrooms near ocean
Private house rentals

Adorable renovated house, steps from Front Beach

Kayaks & Sup's - Private Dock - Grand Piano!

Eden Cove

Cozy by the coast! Long Term deals!

Welcome to your Rockport Oasis

Breathtaking Retreat - Walk to Beach & Downtown

New South End Home Quiet Lane To Old Garden Beach

Quaint House w/parking in the Heart of Downtown
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
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- South Jersey Holiday rentals
- Flat rentals Gloucester
- Rentals with a kayak Gloucester
- Apartment rentals Gloucester
- Rentals with beach access Gloucester
- Rentals with an EV charger Gloucester
- Rentals with a patio Gloucester
- Rentals with a firepit Gloucester
- Waterfront rentals Gloucester
- Rentals with a fireplace Gloucester
- Pet-friendly rentals Gloucester
- Private suite rentals Gloucester
- Fitness-friendly rentals Gloucester
- Rentals with breakfast Gloucester
- Rentals with a washing machine and dryer Gloucester
- Rentals with outdoor seating Gloucester
- Beachfront rentals Gloucester
- Family-friendly rentals Gloucester
- House rentals Essex County
- House rentals Massachusetts
- House rentals United States
- Hampton Beach
- Ogunquit Beach
- Fenway Park
- Wells Beach
- 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
- Freedom Trail
- Crane Beach
- MIT Museum
- Faneuil Hall Marketplace
- Jenness State Beach
- Rye North Beach
- North Hampton Beach
- Museum of Fine Arts, Boston
- Quincy Market