Vacation rentals with breakfast in Gloucester

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Top-rated breakfast rentals in Gloucester

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Guest favorite

Home in Gloucester

4.99 out of 5 average rating, 183 reviews

4 Full Bedrooms at East Gloucester Quiet 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.

Guest favorite

Guest suite in Windham

4.99 out of 5 average rating, 261 reviews

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.

Guest favorite

Rental unit in Rockport

5 out of 5 average rating, 23 reviews

The Crow's Nest @ The Sail Loft

The "Loft" at the Sail loft just completed renovations last summer. We have made this space a true retreat. As the owners suite, we take pride in this space. Views of the ocean and the best ocean air flow through this retreat! It's a one of a kind experience! There are 2 queen beds, a full bath, a breakfast bar with 3 seats, a living room area with a couch and arm chair. 7 Skylights and french doors allow air to flow making you feel like you are out on the water! The kitchenette is minimal. It

Guest favorite

Home in Brighton

4.93 out of 5 average rating, 307 reviews

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Guest favorite

Cottage in Winthrop

4.98 out of 5 average rating, 454 reviews

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.

Guest favorite

Rental unit in Beverly

5 out of 5 average rating, 56 reviews

West Street Retreat

Newly renovated, three bedroom apartment with spacious open concept in a charming New England home. Centrally located north of Boston in Beverly Farms, with easy access to the area's many beaches, historic sites, and quaint seaside towns which are full of restaurants, shops and galleries. Avoid the traffic into Boston. The train is only a block away. And the Retreat is only minutes from Endicott College, Gordon College, and Landmark which makes it ideal for families visiting those schools.

Guest favorite

Serviced apartment in Dedham

4.96 out of 5 average rating, 189 reviews

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

Guest favorite

Cottage in Rockport

5 out of 5 average rating, 18 reviews

Periwinkle Cottage #2 walk to everything you love!

In 2024 - we are honored to celebrate 15 years in business! A tranquil and serene space welcomes you with light colored walls and loads of natural light. This unit has everything you'll need for a short getaway or a longer stay. Walking distance to everything Rockport has to offer with full kitchen, parking, laundry (for stays 7-nights or longer only), gas grill, Wifi with all linens supplied and more. Located on a dead-end street both units are quiet and private. Book your stay today!1

Guest favorite

Rental unit in Salem

4.95 out of 5 average rating, 112 reviews

The Ghoul’s Attic @ The Creaky Cauldron

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.

Guest favorite

Condo in Beacon Hill

4.99 out of 5 average rating, 151 reviews

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!

Guest favorite

Rental unit in Salem

4.97 out of 5 average rating, 58 reviews

A Friend of Dorothy's Getaway

Located steps from the Salem Common and within footsteps of the “Witch City’s” historic sites, this Salem author’s Victorian home offers a shared entrance to your private three room suite on the second floor. A queen size four-poster bed is in an alcove adjacent to the restful living area which has cable TV and WiFi. The rooms include a galley kitchen with refrigerator and microwave and a bathroom with a vintage tub. Street Parking except in October.

Guest favorite

Home in Derry

4.83 out of 5 average rating, 134 reviews

Beautiful Lakefront Vacation

Historic home , built 200 years ago. Home is totally powered w/ solar energy. Bright sunny, country style w/ lots of wood, tile, granite counters & European kitchen. Noodles the cat to greet you Large 30 foot deck , gas grill and patio umbrella & seating for outdoor dining. Accommodations on lake side include fire pit, kayak, canoe, paddleboards PFD's, picnic tables, chairs, hammock w/beautiful view. A small slice of heaven!

Vacation rentals for every style

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Popular amenities for Gloucester breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

Guest favorite

Private room in Rowley

4.91 out of 5 average rating, 502 reviews

North Shore Coastal Community/Post & Beam

Guest favorite

Private room in Wellesley

4.99 out of 5 average rating, 181 reviews

The 1850 Morse Home with award-winning updates

Guest favorite

Home in Hampton

5 out of 5 average rating, 32 reviews

Contemporary Home-nr Beach/HotTub/Lg Stylish Patio

Guest favorite

Home in Ipswich

4.88 out of 5 average rating, 81 reviews

Hillside Ocean View 2BR with Private Beach Access

Guest favorite

Private room in Arlington

4.93 out of 5 average rating, 299 reviews

Arlington Craftsman Green Room, Int. Well Restored

Guest favorite

Home in Salem

4.94 out of 5 average rating, 144 reviews

Quaint Little New Hampshire Lake House Getaway!

Home in Charlestown

5 out of 5 average rating, 4 reviews

4BR - Visit Boston Like a Local!

Guest favorite

Private room in Gloucester

4.78 out of 5 average rating, 163 reviews

Cozy Suite with Private Bath

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Apartment rentals with breakfast

Guest favorite

Rental unit in Marblehead

4.94 out of 5 average rating, 188 reviews

Two bedroom Apt with a deck

Guest favorite

Rental unit in Roslindale

4.98 out of 5 average rating, 251 reviews

Welcoming 2 Bedroom Apt, Steps from MBTA

Superhost

Rental unit in Gloucester

4.82 out of 5 average rating, 92 reviews

Pet-Friendly 3rd Floor Walk-Up Downtown, scenic

Guest favorite

Rental unit in Watertown

4.88 out of 5 average rating, 391 reviews

Private studio close to Boston and Harvard square

Guest favorite

Rental unit in Salem

4.95 out of 5 average rating, 241 reviews

The Creaky Cauldron-Wizards and Witches Welcome!

Guest favorite

Rental unit in Braintree

4.9 out of 5 average rating, 31 reviews

Stylish+Cozy & Well-equipped Apt in Braintree MA

Superhost

Rental unit in Cambridge

4.8 out of 5 average rating, 92 reviews

Studio Apt private bath+ Hot Tub, free parking

Guest favorite

Rental unit in Dorchester

4.93 out of 5 average rating, 334 reviews

Apartment 1BR mins from JFK/UMASS on Red Line

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Bed and breakfast rentals with breakfast

Guest favorite

Private room in Cambridge

4.98 out of 5 average rating, 286 reviews

Smack dab between Harvard+Porter 2

Guest favorite

Private room in West Newbury

4.93 out of 5 average rating, 120 reviews

Bright and sunny 1 bed with adjacent lounge area

Guest favorite

Private room in Quincy Center

4.86 out of 5 average rating, 160 reviews

2 cozy twin bed，free breakfast，a few min walk to T

Guest favorite

Private room in Somerville

4.91 out of 5 average rating, 867 reviews

Peter • Best of Boston

Guest favorite

Private room in Fenway - Kenmore

4.95 out of 5 average rating, 367 reviews

Fenway Park Brownstone B&B-3B (Single guest only)

Superhost

Private room in Charlestown

4.84 out of 5 average rating, 148 reviews

"Casita" on the Water - Harbor View

Guest favorite

Private room in Salem

4.95 out of 5 average rating, 362 reviews

Witches Dorm-Salem School of Witchcraft

Guest favorite

Private room in Cambridge

4.84 out of 5 average rating, 178 reviews

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

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Quick stats about vacation rentals with breakfast included in Gloucester

Total rentals
20 properties
Nightly prices starting at
$70 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
Cape Ann Whale Watch, Beauport Hotel Gloucester, and 7 Seas Whale Watch

Vacation rentals with breakfast in Gloucester

Top-rated breakfast rentals in Gloucester

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Gloucester breakfast rentals

House rentals with breakfast

Private room in Rowley

Private room in Wellesley

Home in Hampton

Home in Ipswich

Private room in Arlington

Home in Salem

Home in Charlestown

Private room in Gloucester

Apartment rentals with breakfast

Rental unit in Marblehead

Rental unit in Roslindale

Rental unit in Gloucester

Rental unit in Watertown

Rental unit in Salem

Rental unit in Braintree

Rental unit in Cambridge

Rental unit in Dorchester

Bed and breakfast rentals with breakfast

Private room in Cambridge

Private room in West Newbury

Private room in Quincy Center

Private room in Somerville

Private room in Fenway - Kenmore

Private room in Charlestown

Private room in Salem

Private room in Cambridge

Quick stats about vacation rentals with breakfast included in Gloucester

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore