Search results; Over 1,000 places

Prices include all fees
Guest favorite
Loft in Gloucester
Rocky Neck Studio/Loft, Gloucester, Mass.
10 min drive
May 17 – 22
ﺩ.ﺇ2,712 for 5 nights
for 5 nights
4.9 out of 5 average rating, 194 reviews
Top guest favorite
Apartment in Gloucester
Boulevard Retreat
5 min walk
May 11 – 16
ﺩ.ﺇ4,478 for 5 nights
for 5 nights
5.0 out of 5 average rating, 76 reviews
Guest favorite
Apartment in Gloucester
The Gilbert: 1-Bed downtown suite, walk to beach.
3 min walk
May 10 – 15
ﺩ.ﺇ4,305 for 5 nights
for 5 nights
4.96 out of 5 average rating, 140 reviews
Guest favorite
Apartment in Gloucester
Beautifully remodeled unit in heart of Gloucester
4 min walk
May 25 – 30
ﺩ.ﺇ4,478 for 5 nights
for 5 nights
4.96 out of 5 average rating, 114 reviews
Guest favorite
Condo in Gloucester
The BLVD Gloucester Harbor&RiverViews
6 min walk
May 10 – 15
ﺩ.ﺇ5,905 for 5 nights, originally ﺩ.ﺇ8,553
for 5 nights
4.96 out of 5 average rating, 27 reviews
Guest favorite
Home in Gloucester
The Beach House on the Boulevard
7 min walk
May 10 – 15
ﺩ.ﺇ8,263 for 5 nights
for 5 nights
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Gloucester
New Design - Walk to DNTN, Beauport, Beach, Train
8 min walk
May 10 – 15
ﺩ.ﺇ2,648 for 5 nights, originally ﺩ.ﺇ3,313
for 5 nights
4.94 out of 5 average rating, 51 reviews
Guest favorite
Apartment in Gloucester
AbytheBay - Stunning Seaside Apt
4 min walk
May 12 – 17
ﺩ.ﺇ4,765 for 5 nights
for 5 nights
4.89 out of 5 average rating, 47 reviews
Guest favorite
Condo in Gloucester
Luxurious beach house w/ harbor views & near beach
10 min drive
Jun 21 – 26
ﺩ.ﺇ4,520 for 5 nights
for 5 nights
4.96 out of 5 average rating, 100 reviews
Top guest favorite
Condo in Gloucester
3BR Oceanfront Condo with decks
6 min walk
May 25 – 30
ﺩ.ﺇ7,103 for 5 nights
for 5 nights
4.99 out of 5 average rating, 102 reviews
Guest favorite
Home in Gloucester
Harbor House with Ocean Views
2 min walk
May 10 – 15
ﺩ.ﺇ8,734 for 5 nights
for 5 nights
4.97 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Gloucester
CbytheSea - Ocean View Penthouse
5 min walk
Jun 1 – 6
ﺩ.ﺇ5,527 for 5 nights
for 5 nights
4.96 out of 5 average rating, 48 reviews
Top guest favorite
Home in Gloucester
Condo at the Cut
5 min walk
May 10 – 15
ﺩ.ﺇ6,781 for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Home in Gloucester
Pavilion Beach Townhouse
1 min walk
May 27 – Jun 1
ﺩ.ﺇ11,623 for 5 nights
for 5 nights
4.98 out of 5 average rating, 44 reviews
Top guest favorite
Condo in Gloucester
Boho Beach Condo for Ocean Escape
6 min walk
Jun 1 – 6
ﺩ.ﺇ6,664 for 5 nights
for 5 nights
4.98 out of 5 average rating, 81 reviews
Guest favorite
Room in Gloucester
Award Winning View from Portagee Hill
10 min drive
May 18 – 23
ﺩ.ﺇ2,540 for 5 nights
for 5 nights
4.87 out of 5 average rating, 206 reviews
Superhost
Apartment in Gloucester
Waterside Rocky Neck!
10 min drive
May 16 – 21
ﺩ.ﺇ5,403 for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Gloucester
Cozy Apartment at Green Landing (No Cleaning Fee)
10 min drive
May 19 – 24
ﺩ.ﺇ2,851 for 5 nights
for 5 nights
4.95 out of 5 average rating, 37 reviews