
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.

Sunny, private and peaceful apartment!
Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

The Mason Suite of Salem
*We have THE BEST location in all of Salem! Take a look at our reviews!* The Mason Suite is a boutique lodging experience with all the comforts of home! Built in 1844 and nestled among Salem's most prized architecture, the Suite is just steps from the Witch Museum, bustle of the pedestrian mall, and Salem Common! Recently renovated from top to bottom! You'll be surrounded by fine furnishings, culture and history! The location is 10/10! We strive to provide you with the ideal Salem experience!

Charming 2 Bedroom Apartment in Historic Ipswich.
In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Rocky Neck Retreat
.Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrates historic architecture with modern touches.If you come for hikes, beach/music/food scene, you will enjoy the Rocky Neck District .The unique home has 4 bedrooms /4 Queen Beds. Speedy WIFI .Parking is up a steep narrow drive . NO trucks or XL SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.

Spacious private Studio & Experienced SuperHosts!
Move-in ready, furnished & fully equipped apartment near downtown & river in working class, generally quiet pocket neighborhood. Separate entrance, spacious sleeping/living room, lots of windows, DOUBLE bed, couch, AC, TV, cable & WiFi, 3/4 bath. We disinfect spaces with UVC lamp & hospital-grade cleaning products as part of our deep cleaning & disinfection protocols, often closing between guests. Distance check-in. WALK to local fresh market, restaurants, cafes & bars for takeout or eat in.

J&K's BnB .... Private studio Airbnb with parking
Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

Two bedrooms, full bathroom, and breakfast room
We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

The Creaky Cauldron-Wizards and Witches Welcome!
Welcome to The Creaky Cauldron, an enchanting escape inspired by the world of witches and wizards located in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house or subject to give our guests an immersive experience. Each of our 7 rooms is inspired by each of the 7 books in our favorite magical fantasy series.

The Ghoul’s Attic-For 90s Witches and Wannabes
No ghoulies or ghosties here--just a unique and magical escape inspired by everyone's favorite school of magic--located upstairs at The Creaky Cauldron B&B in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house and/or subject to give our guests an immersive experience in the world of witchcraft and wizardry.

Stay safe in the heart of Beacon Hill in Boston.
This is true Beacon Hill. Right next to iconic Acorn street! Cozy, clean, quiet apartment. This spacious 1 bedroom apartment includes a comfortable queen bed , 1 full bath room, a sofa, a large flatscreen TV, and high-speed wifi. The kitchen is fully equipped with everything to cook simple meals, included coffee maker, microwave, pots/pans and toaster etc... Location is unbeatable, walking distance to the T, the Boston Commons, restaurants, city tours, night life, and more!

Apartment 1BR mins from JFK/UMASS free parking
Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.
Popular amenities for rentals with breakfast in Gloucester
House rentals with breakfast

Kid Friendly, Spacious Jamaica Plain home

Conom Point, Essex, MA.

Modern Home-nr Beach/HotTub/Lg Stylish Patio

Cozy Suite with Private Bath

Good Harbor Beach Home - 1 min walk to Beach!

Villaggio By The Sea.

Cozy house close to Boston

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free
Apartment rentals with breakfast

Central Upscale Condo w/Gym, Office & Parking

4BR.Wollaston Beach/15min Boston/Nice/Safe3b

Private studio close to Boston and Harvard square

Charmer 2 bdr near the beaches

Cozy 1 Bedroom in the Heart of Boston!

Ocean and Woods! Best of both in Gloucester!

My Favorite Boston place

Cute, Cozy & Fully Equipped Apt. in Braintree MA
Bed and breakfast rentals with breakfast

Arlington Craftsman Blue Room, Int. Well Restored

North Shore Coastal Community/Post & Beam

Bright and sunny 1 bed with adjacent lounge area

Silsbee's Rajah - Victorian Inn

Peter • Best of Boston

Historic relaxing clean home for 1- 2 adults

Crow's Nest Suite in Stylish Boutique Hotel

Room with private 1/2 bath, a few 5 min walk to T
Quick stats about holiday rentals with breakfast included in Gloucester

Total holiday rentals
Explore 20 holiday rentals in Gloucester

Nightly prices starting at
Gloucester holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,950 verified reviews to help you choose

Wifi availability
20 of Gloucester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gloucester rentals

4.9 Average rating
Gloucester stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Rentals with beach access Gloucester
- Fitness-friendly rentals Gloucester
- Rentals with a firepit Gloucester
- Beachfront rentals Gloucester
- Apartment rentals Gloucester
- Flat rentals Gloucester
- Rentals with a fireplace Gloucester
- Rentals with a kayak Gloucester
- Pet-friendly rentals Gloucester
- Rentals with outdoor seating Gloucester
- Rentals with a washing machine and dryer Gloucester
- Rentals with a patio Gloucester
- Family-friendly rentals Gloucester
- House rentals Gloucester
- Private suite rentals Gloucester
- Rentals with an EV charger Gloucester
- Waterfront rentals Gloucester
- Rentals with breakfast Essex County
- Rentals with breakfast Massachusetts
- Rentals with breakfast United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Freedom Trail
- Boston Convention and Exhibition Center
- Gillette Stadium
- MIT Museum
- Long Sands Beach
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- York Harbor Beach
- Museum of Fine Arts
- Roxbury Crossing Station




