Search results; Over 1,000 places in Gloucester

The home you selected

Guest favorite
Home in Gloucester
Gloucester Private Contemporary 4 bedrooms
7 guests4 bedrooms4 beds2 baths
Jul 27 – Aug 1
More
Jul 27 – Aug 1
More
R40,141 ZAR for 5 nights
for 5 nights

Explore more homes

Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed
Jun 22 – 27
R13,738 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 199 reviews
Guest favorite
Loft in Gloucester
Downtown, Shops, Beach, Deck, Close to Salem
3 beds
Jun 22 – 27
R18,160 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 164 reviews
Guest favorite
Room in Gloucester
Stay with DawnArtist,
Annisquam Artist Oasis -Serene Private Upstairs
Jul 20 – 25
R13,309 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 238 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
Free cancellation
Aug 18 – 23
R22,325 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 118 reviews
Top guest favorite
Apartment in Gloucester
Artist Retreat
Free cancellation
Jul 13 – 18
R21,466 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Gloucester
Walk to Good Harbor Beach
Free cancellation
Sep 7 – 12
R18,783 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 123 reviews
Top guest favorite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
Free cancellation
Jul 31 – Aug 5
R20,715 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 131 reviews
Superhost
Home in Gloucester
Refreshing Ocean and Sunset View
Free cancellation
Jun 30 – Jul 5
R57,571 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Condo in Gloucester
Smith Cove Cottage Condo
2 queen beds
Jun 22 – 27
R22,496 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 27 reviews
Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
Free cancellation
Sep 14 – 19
R21,766 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 108 reviews
Top guest favorite
Guest suite in Gloucester
A charming Entire Guest Suite in Gloucester
Free cancellation
Jul 11 – 16
R22,196 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 73 reviews
Guest favorite
Apartment in Gloucester
Quaint Neighborhood / Close to Beaches
Free cancellation
Aug 23 – 28
R33,031 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 101 reviews
Guest favorite
Guesthouse in Gloucester
Annisquam Village Bunny Cottage
1 queen bed
Sep 7 – 12
R25,759 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 269 reviews
Top guest favorite
Condo in Rockport
Rockport Getaway near ocean, music hall & downtown
Free cancellation
Sep 6 – 11
R21,573 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 72 reviews
Top guest favorite
Guest suite in Gloucester
The Artist Suite by Toi Moi
1 queen bed
Jun 24 – 29
R21,681 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 33 reviews
Guest favorite
Condo in Gloucester
The BLVD Gloucester Harbor&RiverViews
2 queen beds
Jul 12 – 17
R45,655 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 28 reviews
Guest favorite
Guest suite in Gloucester
Sunsets at the Seawall - A Coastal Hideaway
Free cancellation
Jul 8 – 13
R20,650 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 70 reviews
Top guest favorite
Home in Gloucester
Elegant Bayview Victorian Home; walk to beach
Free cancellation
Jul 2 – 7
R73,369 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews