Search results; Over 1,000 places in Gloucester

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Guest favorite
Cottage in Gloucester
SeaHaven Cottage at Stage Fort Park
4 guests2 bedrooms2 beds2 baths
Jun 22 – 27
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Jun 22 – 27
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R49,273 ZAR for 5 nights
for 5 nights

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Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
1 double bed
Jun 22 – 27
R14,033 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
R18,703 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
R13,283 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 238 reviews
Top guest favorite
Apartment in Gloucester
Artist Retreat
Free cancellation
Jul 13 – 18
R21,423 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Gloucester
Refreshing Ocean and Sunset View
Free cancellation
Jul 6 – 11
R50,216 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
Free cancellation
Aug 18 – 23
R22,280 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 118 reviews
Top guest favorite
Guest suite in Gloucester
Walk to Good Harbor Beach and Downtown Gloucester
Free cancellation
Jul 31 – Aug 5
R20,674 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 131 reviews
Guest favorite
Apartment in Gloucester
White Sand beach in a private enclave
Free cancellation
Sep 14 – 21
R30,055 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 32 reviews
Guest favorite
Condo in Gloucester
Smith Cove Cottage Condo
2 queen beds
Jun 22 – 27
R22,452 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 27 reviews
Top guest favorite
Condo in Rockport
Rockport Oceanfront 1 Bed Apt Heart of Downtown
3 beds
Jun 22 – 27
R25,173 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Gloucester
Quaint Neighborhood / Close to Beaches
Free cancellation
Aug 23 – 28
R32,605 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 101 reviews
Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
Free cancellation
Sep 14 – 19
R21,723 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 108 reviews
Apartment in Gloucester
Prime location to Beauport Hotel & Beach, Glo Apt
Free cancellation
Aug 3 – 8
R33,420 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 238 reviews
Top guest favorite
Guesthouse in Gloucester
Annisquam Village Bunny Cottage
1 queen bed
Sep 7 – 12
R25,708 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 269 reviews
Top guest favorite
Guest suite in Gloucester
The Artist Suite by Toi Moi
1 queen bed
Jun 24 – 29
R21,638 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 33 reviews
Guest favorite
Apartment in Gloucester
CbytheSea - Ocean View Penthouse
2 beds
Jul 5 – 10
R34,663 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 53 reviews
Guest favorite
Apartment in Gloucester
Walk to Good Harbor Beach
Free cancellation
Sep 7 – 12
R18,746 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 123 reviews
Top guest favorite
Cottage in Rockport
Bearskin Neck Old Garden Beach
Free cancellation
Jul 6 – 11
R35,777 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews