
Holiday rentals with breakfast in Gloucester
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Top-rated Holiday Accommodation with Breakfast in Gloucester
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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 Large SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.

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.

Two bedroom Apt with a deck
2nd floor apt, located on Pleasant St, the main road into Historic downtown Marblehead. Cute deck, main entrance to apt is off the deck. The apt is only minutes walk from great restaurants, gym, yoga studio, bike /running trail. 15 min walk to the beach (4 min drive) and historic downtown and uptown where you will find tons of really great shops. The apt is tastefully decorated and is quiet.see house rules Dogs are very welcome, but need to be house trained + friendly with other dogs/people.

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!

Lovely Waterfront Suite, New Hampshire Seacoast
Great location to enjoy the New Hampshire Seacoast. Just a few minutes to Portsmouth and Durham, perfect romantic getaway, or convenient spot to visit your student at the University of New Hampshire. Wonderful one bedroom suite, private patio. Enjoy the waterfront deck, have your breakfast or cocktail there. This is place is truly magical. You will enjoy how special it is. Close and convenient spot on the New Hampshire Maine boarder. New this summer an outdoor KITCHEN! Everything you’ll need

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.

Maria's Casa
Welcome to my Airbnb, where independent travelers can enjoy the cozy comforts of home at an affordable price. Please check out my Guest Book for my recommendations! Google is also the best way to find what I've missed. -> Because life happens—health, work, even a pandemic—I strongly urge adding travel insurance (usually <$40) for your protection. If you choose to skip it, please know that I stick to my cancellation policy. Please contact Airbnb directly for cancellation refund disputes.<-

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.

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 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 truly 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.

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 Gloucester Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

All the comforts of home, quiet city neighborhood

Beautiful, Colorful Seacoast Home

Modern Family Oasis near Harvard

Modern Home-nr Beach/HotTub/Lg Stylish Patio

Centrally Located Ranch in Randolph

Good Harbor Beach Home - 1 min walk to Beach!

Villaggio By The Sea.

Cozy house close to Boston
Apartment rentals with breakfast

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

Moonshadow. A Quaint Beachside Loft near Beach

Back-Bay 2BR Condo Boston Common Down-Town Parking

LUXURY PENTHOUSE NEAR CASINO & DOWNTOWN

The Crow’s Nest – Loft with Stunning Ocean Views!

Cozy 1 Bedroom in the Heart of Boston!

Ocean and Woods! Best of both in Gloucester!

My Favorite Boston place
Bed and breakfast rentals with breakfast

Arlington Craftsman Blue Room, Int. Well Restored

Smack dab between Harvard+Porter 2

Bright and sunny 1 bed with adjacent lounge area

Peter • Best of Boston

Two bedrooms, full bathroom, and breakfast room

Witches Dorm-Salem School of Witchcraft

Room with private 1/2 bath, a few 5 min walk to T
A Room at the Top-sep. entrance, private bath
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 $121 NZD per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Wi-Fi availability
20 of Gloucester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Gloucester rentals

4.9 Average rating
Gloucester stays are highly rated by guests—averaging 4.9 out of 5!
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