Holiday rentals with breakfast in Gloucester
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Gloucester
Guests agree: these breakfast rentals 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 rentals with breakfast in Gloucester
House rentals with breakfast
Home in Ipswich
4.83 out of 5 average rating, 58 reviewsHillside Ocean View 2BR with Private Beach Access
1–8 Oct
Home in Winthrop
5.0 out of 5 average rating, 25 reviewsLuxury 3BR/2BA Home Featured in Boston Magazine
6–13 Sep
Home in Eliot
5.0 out of 5 average rating, 20 reviewsClassic Maine Gardens, Harbors, Farms, & Beaches
8–15 Dec
Home in Maynard
5.0 out of 5 average rating, 14 reviewsCute mill house: 3BR•Wood stove *Brkfst included*
25 Aug – 1 Sep
Home in Hampton
5.0 out of 5 average rating, 27 reviewsContemporary Home-nr Beach/HotTub/Lg Stylish Patio
31 Oct – 7 Nov
Home in York
5.0 out of 5 average rating, 10 reviewsNew Construction, Amazing Views 3 BR 2.5 Baths
30 Oct – 6 Nov
Home in Kittery
4.8 out of 5 average rating, 183 reviewsCharming Private New England Cape
3–10 Oct
Home in Gloucester
4.92 out of 5 average rating, 13 reviewsGood Harbor Beach Home - 1 min walk to Beach!
27 Dec – 3 Jan
Apartment rentals with breakfast
Flat in Salem
4.96 out of 5 average rating, 161 reviewsThe Creaky Cauldron-Wizards and Witches Welcome!
28 Apr – 5 May
Flat in Boston
4.97 out of 5 average rating, 219 reviewsWelcoming 2 Bedroom Apt - Close proximity to MBTA
6–13 Dec
Flat in Boston
4.92 out of 5 average rating, 269 reviewsApartment 1BR mins from JFK/UMASS on Red Line
29 Dec – 5 Jan
Flat in Boston
4.94 out of 5 average rating, 337 reviewsSunny Private Studio Aptmt
10–15 Aug
Flat in Revere
4.95 out of 5 average rating, 154 reviewsQuiet Neighborhood Luxury Stay
1–8 Jan
Flat in Newbury
4.95 out of 5 average rating, 58 reviewsMoonshadow. A Quaint Beachside Loft near Beach
16–23 Sep
Flat in Salem
4.96 out of 5 average rating, 27 reviewsThe Ghoul’s Attic @ The Creaky Cauldron—New Reno!
15–22 Dec
Flat in Boston
4.95 out of 5 average rating, 79 reviewsGarden Apt - Highland Park/Fort Hill (Orange Line)
14–21 Jul
Bed and breakfast rentals with breakfast
Flat in York
4.98 out of 5 average rating, 262 reviewsHistory Steps from the Beach
25 Nov – 2 Dec
Flat in Dedham
4.95 out of 5 average rating, 154 reviewsTwo bedrooms, full bathroom, and breakfast room
25 Sep – 2 Oct
Room in Rockport
4.93 out of 5 average rating, 320 reviewsSeaside Gardens guest room private floor by beach
27 Apr – 4 May
Room in Cambridge
4.93 out of 5 average rating, 531 reviewsHome on quiet street near Harvard
25 Oct – 1 Nov
Room in Sudbury
4.79 out of 5 average rating, 279 reviewsPrivate Cabin in the Woods near river
13–20 Sep
Room in Boston
4.95 out of 5 average rating, 293 reviewsFenway Park Brownstone B&B-3B (Single guest only)
12–19 Dec
Room in Arlington
4.98 out of 5 average rating, 255 reviewsArlington Craftsman Blue Room, Int. Well Restored
4–11 Jun
Room in Cambridge
4.99 out of 5 average rating, 265 reviewsSmack dab between Harvard+Porter 2
16–23 Oct
Quick stats about holiday rentals with breakfast included in Gloucester
Total rentals
20 properties
Local attractions
Beauport Hotel Gloucester, Cape Ann Whale Watch and 7 Seas Whale Watch
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Total number of reviews
2.3K reviews
Nightly prices starting at
€ 65 before taxes and fees
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