Condo holiday rentals in Gloucester
Find and book unique condos on Airbnb
Top-rated condo rentals in Gloucester
Guests agree: These condos 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 Gloucester condo rentals
Weekly condo rentals
Condo in Hampton
4.95 out of 5 average rating, 105 reviewsOceanfront, private balcony, panoramic view Ocean
11–18 Apr
Condo in Kittery
4.96 out of 5 average rating, 155 reviewsWaterfront Condo with Sweeping Portsmouth Views -1
29 Nov – 6 Dec
Condo in Boston
4.95 out of 5 average rating, 173 reviewsCITY APARTMENT NEAR AIRPORT
Condo in Salem
4.94 out of 5 average rating, 121 reviewsDowntown Salem - Park & Play Modern 3 Bedroom Unit
18–25 Feb
Condo in Salem
4.97 out of 5 average rating, 148 reviewsCharter Street: Historic Charm, Modern Comfort
1–8 Feb
Condo in Hampton
4.98 out of 5 average rating, 142 reviewsOceanfront Getaway
10–17 Dec
Condo in Cambridge
4.88 out of 5 average rating, 885 reviewsPrivate studio w/ parking by MIT/Harvard/BU/Fenway
20–27 Oct
Condo in Portsmouth
4.94 out of 5 average rating, 656 reviewsDowntown Gem |Group Getaway A+ Locale Free Parking
28 Nov – 5 Dec
Pet-friendly condo rentals
Condo in Winthrop
4.99 out of 5 average rating, 126 reviewsBeachfront Boston: Large, Cozy, Relaxed + Pets
13–20 Dec
Condo in Boston
4.87 out of 5 average rating, 108 reviewsLuxury - Pet Friendly 3bd | 3ba South End Condo
3–10 Apr
Condo in Boston
4.89 out of 5 average rating, 484 reviewsHistoric JP Brownstone with Parking. Pets Welcome!
15–22 Oct
Condo in Quincy
4.94 out of 5 average rating, 243 reviewsSpacious & Private, Next to Boston & Beach, EVchrg
10–17 Sep
Condo in Boston
4.93 out of 5 average rating, 152 reviewsFamily Home + Near Downtown + Cool Backyard!
12–19 Nov
Condo in Somerville
4.96 out of 5 average rating, 146 reviewsBoston 2Bd Kg&Qn near Harvard MIT Subway w/parking
16–23 Oct
Condo in Somerville
4.82 out of 5 average rating, 163 reviewsA Cozy 3 Bedroom Home Close To Boston & Parking
25 Aug – 1 Sep
Condo in Somerville
4.88 out of 5 average rating, 110 reviewsSpacious, cozy home near Boston!
9–16 Feb
Condo rentals with a pool
Condo in Londonderry
4.89 out of 5 average rating, 27 reviewsVillage Hideaway
14–21 Nov
Condo in Hampton
5.0 out of 5 average rating, 28 reviewsA Little Bit Of Paradise
6–13 Mar
Condo in Hampton
4.98 out of 5 average rating, 59 reviews406 Co. Seascape
15–22 Jul
Condo in York
4.81 out of 5 average rating, 37 reviewsLittle Nubble Nook - Beach Condo
27 Sep – 4 Oct
Condo in Hampton
5.0 out of 5 average rating, 22 reviewsWhale's Tale - Boutique Studio Condo w/Pool
15–22 Jul
Condo in Hampton
4.95 out of 5 average rating, 43 reviewsPlum Pad: Luxury Condo Overlooking the Ocean
9–16 Sep
Condo in Hampton
4.95 out of 5 average rating, 19 reviewsSweet cozy North Beach condo with pool.
2–9 Apr
Condo in Hampton
4.86 out of 5 average rating, 42 reviewsNautical Bliss - 1BD Luxury Studio Condo w/ Pool
19–26 Sep
Quick stats about condo rentals in Gloucester
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$134 NZD before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Portland Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Condo rentals Boston
- Condo rentals Cape Cod
- Beach condo rentals Cape Cod
- Condo rentals New Hampshire
- Condo rentals Massachusetts
- Apartment rentals Gloucester
- Private suite rentals Gloucester
- Pet-friendly rentals Gloucester
- House rentals Gloucester
- Rentals with a fireplace Gloucester
- Beachfront rentals Gloucester
- Family-friendly rentals Gloucester
- Waterfront rentals Gloucester
- Rentals with outdoor seating Gloucester
- Rentals with beach access Gloucester
- Kid-friendly rentals Gloucester
- Beach house rentals Gloucester
- Rentals with a fire pit Gloucester
- Monthly Rentals Gloucester
- Rentals with a washing machine and dryer Gloucester
- Rentals with a patio Gloucester
- Cottage rentals Gloucester
- Rentals with breakfast Gloucester
- Rentals with an EV charger Gloucester
- Condo rentals Essex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom