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
21–28 Dec
Home in Winthrop
5.0 out of 5 average rating, 25 reviewsLuxury 3BR/2BA Home Featured in Boston Magazine
6–13 Sep
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 Eliot
5.0 out of 5 average rating, 20 reviewsClassic Maine Gardens, Harbors, Farms, & Beaches
20–27 Jan
Home in Hampton
5.0 out of 5 average rating, 27 reviewsContemporary Home-nr Beach/HotTub/Lg Stylish Patio
20–27 Sep
Home in Manchester
4.97 out of 5 average rating, 75 reviewsAdorable, Tiny river house
9–16 Mar
Home in Kittery
4.8 out of 5 average rating, 183 reviewsCharming Private New England Cape
11–18 Oct
Home in Newburyport
4.97 out of 5 average rating, 69 reviewsPlovers Nest: Romantic Fireplace Sunset Central AC
6–13 Apr
Apartment rentals with breakfast
Flat in Salem
4.96 out of 5 average rating, 157 reviewsThe Creaky Cauldron-Wizards and Witches Welcome!
18–25 Apr
Flat in Boston
4.97 out of 5 average rating, 217 reviewsWelcoming 2 Bedroom Apt - Close proximity to MBTA
6–13 Dec
Flat in Boston
4.94 out of 5 average rating, 336 reviewsSunny Private Studio Aptmt
10–15 Aug
Flat in Boston
4.92 out of 5 average rating, 269 reviewsApartment 1BR mins from JFK/UMASS on Red Line
26 Oct – 2 Nov
Flat in Revere
4.96 out of 5 average rating, 153 reviewsQuiet Neighborhood Luxury Stay
15–22 Dec
Flat in Beverly
5.0 out of 5 average rating, 49 reviewsWest Street Retreat
12–19 Oct
Flat in Salem
4.96 out of 5 average rating, 25 reviewsThe Ghoul’s Attic @ The Creaky Cauldron—New Reno!
9–16 Jan
Flat in Newbury
4.95 out of 5 average rating, 58 reviewsMoonshadow. A Quaint Beachside Loft near Beach
14–21 May
Bed and breakfast rentals with breakfast
Flat in York
4.98 out of 5 average rating, 262 reviewsHistory Steps from the Beach
11–18 Mar
Flat in Dedham
4.95 out of 5 average rating, 154 reviewsTwo bedrooms, full bathroom, and breakfast room
30 May – 6 Jun
Room in Rockport
4.93 out of 5 average rating, 320 reviewsSeaside Gardens guest room private floor by beach
25 Oct – 1 Nov
Place to stay in Quincy
4.88 out of 5 average rating, 110 reviews2 cozy twin bed,free breakfast,5 min to T
13–20 Sep
Room in Boston
4.95 out of 5 average rating, 292 reviewsFenway Park Brownstone B&B-3B (Single guest only)
21–28 Jan
Room in Cambridge
4.84 out of 5 average rating, 153 reviewsA Room at the Top-sep. entrance, private bath
8–15 Oct
Room in Cambridge
4.99 out of 5 average rating, 264 reviewsSmack dab between Harvard+Porter 2
16–23 Oct
Room in Arlington
4.98 out of 5 average rating, 253 reviewsArlington Craftsman Blue Room, Int. Well Restored
25 Jun – 2 Jul
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
$95 SGD 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
- Bed and breakfasts United States
- Rentals with breakfast United States
- Bed and breakfasts Boston
- Rentals with breakfast Boston
- Bed and breakfasts Cape Cod
- Rentals with breakfast Cape Cod
- Bed and breakfasts New Hampshire
- Rentals with breakfast New Hampshire
- Bed and breakfasts Massachusetts
- Rentals with breakfast Massachusetts
- Flat 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
- Family-friendly rentals Gloucester
- Beach house rentals Gloucester
- Apartment rentals Gloucester
- Rentals with a firepit Gloucester
- Monthly Rentals Gloucester
- Rentals with a washing machine and dryer Gloucester
- Rentals with a patio Gloucester
- Cottage rentals Gloucester
- Rentals with an EV charger Gloucester
- Bed and breakfasts Essex County
- Rentals with breakfast 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