Vacation rentals with breakfast in Gloucester

Find and book unique accommodations with breakfast on Airbnb

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Popular amenities for Gloucester accommodations with breakfast

House rentals with breakfast

Top guest favourite
Private room in Wellesley
4.99 out of 5 average rating, 189 reviews

The 1850 Morse Home with award-winning updates

LauriRating, 5 stars3 days ago
Our stay at Marilyn's was great. She was so hospitable and helpful. The home was beautiful and we especially liked the backyard and the living room. It was close to all the things that we wanted to do and it was easy to come and go. Marilyn made sure had everything we needed including returning an item that we accidentally left behind. We loved the dog Lily and she definitely added to our stay with her playfulness and energy.
Top guest favourite
Home in Hampton
5 out of 5 average rating, 32 reviews

Contemporary Home-nr Beach/HotTub/Lg Stylish Patio

BrianRating, 5 stars8 months ago
Fantastic place to stay. Close to the beaches and Portsmouth. Plenty of places to visit close by. House was beautiful and the host was amazing. We will be back.
Guest favourite
Home in Ipswich
4.88 out of 5 average rating, 101 reviews

Hillside Ocean View 2BR with Private Beach Access

TaniaRating, 5 stars2 weeks ago
We love Ipswich and are so glad to find this gem of Airbnb. Mark's communications are topnotched and he proactively checked in with us to ensure that everything is alright. The house has everything we needed and more....not just for short stays but equally suitable for longer stays too. The bed and pillows were very comfortable. The house heating system is very efficient and heats up the whole house quickly and comfortably for the few cold days we were staying there. My husband loved having a dedicated work space which had a beautiful water view. There were plenty of supplies in the kitchen, bathroom and laundry. Everything is very well thought out. It might be an older house but it's very quaint, cosy and quintessentially New England. Although we had several days of lousy weather.... we still managed to do plenty out of the few half days when the skies cleared out. Oh and thank you for the very lovely cranberry banana bread... its one of the best that we've ever eaten.
Home in Randolph
4.43 out of 5 average rating, 7 reviews

Comfortable and Convenient 3 Bed Home

JahnayaRating, 5 stars1 week ago
This was a pleasant stay. My family and I enjoyed our stay. Everything was beautiful, clean and comfy.
Guest favourite
Home in Salem
4.95 out of 5 average rating, 149 reviews

Quaint Little New Hampshire Lake House Getaway!

NaserRating, 5 stars3 weeks ago
James was an excellent host for my family and me. We thoroughly enjoyed the place and its beautiful surroundings.
Home in Gloucester
4.92 out of 5 average rating, 13 reviews

Good Harbor Beach Home - 1 min walk to Beach!

RandRating, 5 stars22 months ago
Your stay was perfect! So close and walkable to the beach. Our kids had a fabulous vacation and the outdoor shower was used daily! We loved having coffee on the back patio and dinners on the porch. The house is well appointed with everything you need and extra touches to make the beach days easier (beach chairs, umbrella, towels, cooler bags). The neighborhood is quiet and close to grocery stores and a few shops. We loved our stay and hope to come back!
Guest favourite
Home in Dedham
4.93 out of 5 average rating, 107 reviews

Cozy house close to Boston

RebeccaRating, 5 stars4 months ago
Karen’s home truly is cozy. We were here two weeks before Christmas and it was decorated and beautiful. Beds are comfortable, the kitchen was clean and well stocked, nice big fluffy towels and I loved the shower! We have stayed in several,places in the Boston area and this is one of the best. Even my dogs loved it!

Apartment rentals with breakfast

Superhost
Apartment in Cambridge
4.81 out of 5 average rating, 16 reviews

Central Upscale Condo w/Gym, Office & Parking

ZoeRating, 5 stars3 weeks ago
Great bright modern space for both working and relaxation - within easy reach of essentials. Hosts were very communicative and helpful.
Top guest favourite
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 191 reviews

Two bedroom Apt with a deck

AlexisRating, 5 stars2 weeks ago
Rhona’s place was in a great location with places nearby and not too far from all of the places we wanted to go. Her home was as described in the pictures and description. For two people it was fairly comfortable, but we weren’t able to get very comfortable in the living room as furniture was too small for us to hang out. There was also no outlet in one of the bedroom, but we were able to find an extension cord that reached the other bedroom. Besides that, the place was great for us to come and go. The owner made our reservation special by providing a gift for my friend’a birthday and breakfast which was very thoughtful!
Guest favourite
Apartment in Watertown
4.88 out of 5 average rating, 407 reviews

Private studio close to Boston and Harvard square

CarlaRating, 5 stars3 weeks ago
Qing's place is exactly as described and it served my needs for a one night stay. I had to stay close to Cambridge for a work event so I didn't spend much time at the apartment except to sleep, but it is very clean and private and I was able to park in the driveway. As others have mentioned, you can hear the upstairs neighbors so I recommend ear plugs if you're a light sleeper. The bed is also quite firm but I didn't find it uncomfortable. Qing was very responsive to any questions.
Top guest favourite
Apartment in Lynn
4.98 out of 5 average rating, 105 reviews

Spacious & Modern House | close to BOS & Salem

RobynRating, 5 starstoday
We were traveling as a group of 7 for a wedding in Nahant. Location was ideal. House was spacious with a few different places to hang out. I don't remember if the description said that the 2nd bathroom is off the master bedroom, but no one used the master bedroom so it would be accessible to everyone for use. Beds and bedrooms were good. Overall, a great experience
Guest favourite
Apartment in Salem
4.95 out of 5 average rating, 273 reviews

The Creaky Cauldron-Wizards and Witches Welcome!

TenilleRating, 5 stars3 days ago
We came here to celebrate my sister's birthday and had a magical stay? The apartment was beautiful, cozy, and close to everything! The hosts were responsive and while not in their control, some guests staying in the other apartment were not respectful of the house rules and were disruptive to our stay each night. The hosts did what they could, but I would say to make sure you read the rules, can walk softly, and mind quiet hours. Otherwise, a beautiful spot and we highly recommend staying here. We'll be back for sure!
Guest favourite
Apartment in Braintree
4.89 out of 5 average rating, 37 reviews

Cute, Cozy & Fully Equipped Apt. in Braintree MA

NickRating, 5 stars3 weeks ago
Travelled from Ontario, Canada to stay in the area for a few days. Robs place was perfect for us to catch the subway. If you have a car you can take a 6 minute drive and park for $3 for the day over the weekend and catch the subway into the city. Or walk to the commuter train if that works. The area has some great little bars within a 2 minute walk and the 7/11 is right next door to pick up the Charlie Cards for travel. The effort put into the apartment is excellent, even chocolates by the bed, sometimes it’s the little things that make the most impact. If we come down to Boston again we’d definitely stay again.
Superhost
Apartment in Cambridge
4.78 out of 5 average rating, 116 reviews

Studio Apt private bath+ Hot Tub, free parking

OrenRating, 5 stars3 weeks ago
Stayed here for a couple of days while visiting MIT. Great location! The place is exactly as described. Self check-in is very convinient.
Guest favourite
Apartment in Dorchester
4.93 out of 5 average rating, 365 reviews

Apartment 1BR mins from JFK/UMASS on Red Line

KaylaRating, 5 stars2 weeks ago
I enjoyed staying here! Great spot. Clean. Loved the parking and full kitchen. Great water pressure. Loved the bedroom and space. Would stay again and hope to!

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Arlington
4.97 out of 5 average rating, 310 reviews

Arlington Craftsman Blue Room, Int. Well Restored

DavidRating, 5 stars1 week ago
Excellent airbnb, in a really cool neighborhood in Arlington. Thomas is a great host, check-in was easy, and everything went smoothly. Thomas even provides breakfast in the morning, which was an unexpected bonus. Its also only a short walk to many cafes and restaurants in Arlington, as well as bus stops where you can take a bus to the red line stations. I had an enjoyable stay at Thomas's house, and would highly recommend his place to others!
Guest favourite
Private room in Rowley
4.91 out of 5 average rating, 502 reviews

North Shore Coastal Community/Post & Beam

KatieRating, 5 stars6 months ago
Sharon was extremely friendly! She went out of her way to find breakfast pastries for my food allergies! Super sweet! Wonderful space, private room and bathroom. We felt very at home and loved the neighborhood. Lovely drive to nearby areas like Newburyport and Salem. Highly recommend to anyone looking for a cozy home away from home.
Top guest favourite
Private room in Cambridge
4.98 out of 5 average rating, 296 reviews

Smack dab between Harvard+Porter 2

KhueRating, 5 stars2 weeks ago
The location was very convenient, easy to find, and walkable. The room and bathroom were very clean. Connie was a great host: she is so nice, was very responsive to inquiries, is a great conversationalist, and gave great local restaurant/cafe suggestions. Would 100% recommend this AirBnB to anyone looking to stay in the Cambridge/Harvard area.
Guest favourite
Private room in West Newbury
4.93 out of 5 average rating, 121 reviews

Bright and sunny 1 bed with adjacent lounge area

JaneRating, 5 stars3 months ago
Lovely home, great location and friendly and helpful host. Felt more like a "hosted B&B or inn" rather than the more common experience I've had with Air B&B of the host being available but not a visible presence. If you are looking for a private, nonengaging experience, this might not be for you. However, if you enjoy meeting your host, we found Bob to be warm and cheery and he made us a lovely breakfast with excellent coffee. Rosy was away so we did not meet her, however, her decorating talents were much on display from the tableware to the linens and accoutrements, all of which made us feel like we were special guests.
Guest favourite
Private room in Somerville
4.91 out of 5 average rating, 905 reviews

Peter • Best of Boston

Conrad & JodiRating, 5 stars2 weeks ago
Great place to land while in the Boston area. It's a bit of a challenge to get to, and parking is tight, but that's everywhere in Somerville. But worth the effort. Loved the space, comfy, everything you need.
Superhost
Private room in Charlestown
4.84 out of 5 average rating, 148 reviews

"Casita" on the Water - Harbor View

SusanRating, 5 stars6 months ago
This was truly a unique and memorable place to stay. Melissa was wonderful in accommodating our late check in due to our flight. It was walkable to restaurants and we were given a voucher for a free breakfast. If you want something out of the ordinary, I couldn’t recommend enough.
Guest favourite
Private room in Cambridge
4.84 out of 5 average rating, 186 reviews

A Room at the Top-sep. entrance, private bath

DeirdreRating, 5 stars1 month ago
Joan’s room was exactly what I was looking for! Quiet, tidy, and walkable. Providing breakfast was a lovely bonus.
Top guest favourite
Private room in Dorchester
4.99 out of 5 average rating, 903 reviews

◇Cozy Townhouse Suite, with Private Bath ◇

MahsaRating, 5 stars1 week ago
It was a good place for my short stay, Roger put effort with providing and also room was decorate with the plants and paintings.

Quick stats about vacation rentals with breakfast included in Gloucester

  • Total rentals

    20 properties

  • Nightly prices starting at

    $97 CAD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Beauport Hotel Gloucester, Causeway Restaurant, and Seaport Grill

Destinations to explore