House vacation rentals in Gloucester

The image features a serene marina scene under a clear blue sky, with various boats docked along the water. Towering trees and greenery frame the view, while the gentle architecture of nearby buildings adds to the coastal landscape.

4.99 out of 5 average rating, 212 reviews

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.

Home in Lakeside Marblehead

The living area features a dark blue sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front, surrounded by natural light from nearby windows. The white walls and sleek countertops contribute to a modern, open space. A minisplit unit is visible for climate control.

5 out of 5 average rating, 147 reviews

Seaside Cottage

Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

4.92 out of 5 average rating, 108 reviews

The great room is highlighted by 25-foot ceilings and panoramic windows offering views of the ocean. A large sectional sofa surrounds a coffee table, while a flat-screen TV is mounted above the fireplace. Sliding glass doors lead to an outdoor space, enhancing the airy feel.

Home in Swampscott

Ocean Views at Casa de Mar near Salem & Boston

Relax and unwind at Casa de Mar - our 3 bed, 3 full bath seaside home on the North Shore. Close to Salem and Boston, overlooking Swampscott Bay to Nahant. The great room has 25' ceilings, a 70" flat screen TV, a desk, and 2 seating areas. Modern kitchen, new appliances. The master bedroom has a king-sized bed, sitting area, flat screen TV, private balcony, and en suite bath. The first floor bedroom has a queen bed and a private balcony. The third bedroom has a queen bed and en suite bath.

A welcoming living area features a comfortable gray sofa paired with a vibrant blue armchair. Natural light fills the space through multiple windows, highlighting the wooden ceiling beams. A dining table with two chairs sits nearby, complemented by decorative art and an accent rug.

4.98 out of 5 average rating, 106 reviews

Historic Luxury Renovation: Walk To Beach/Town

Come visit a very special home this winter! Stay at the 1767 Tuck House, where historic charm meets quintessential New England luxury! This is the perfect home for groups. Steps to the beach, shops, restaurants and arts. Home offers the privacy of boutique hotel with modern comforts: plush Casper mattresses, AC, 4K TV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.

A charming white house is positioned along a rocky shore, showcasing a four-season porch with large windows that provide views of the harbor. Lush greenery surrounds the property, complementing the tranquil water scene with boats in the distance.

4.93 out of 5 average rating, 172 reviews

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

The exterior view of the home reveals a modern wooden structure surrounded by lush greenery. A spacious deck extends from one side, while stone pathways weave through well-maintained gardens. Soft blue skies and gentle clouds create a serene atmosphere.

4.97 out of 5 average rating, 145 reviews

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

4.98 out of 5 average rating, 331 reviews

A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.

Home in Rye

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here: https://bit.ly/3vK5F0G We've outfitted it with an extra screen and a setup to get you up and running. Google home and Sonos systems bring this 100 year old beauty into this century.

A charming cape house is viewed from the street, featuring a covered porch with white railings. Large windows allow natural light to fill the interior. The surrounding yard is flat and grassy, bordered by trees that provide shade in a peaceful neighborhood.

4.92 out of 5 average rating, 134 reviews

Gloucester Beach House, near Good Harbor Beach!

Escape to this inviting, and pup friendly 4-bedroom Gloucester home, just a short walk to Good Harbor Beach! This classic coastal home blends comfort & convenience. All 4 bedrooms are air-conditioned, featuring a large eat-in kitchen, covered front porch perfect for relaxing or grilling, full bathroom plus refreshing outdoor shower. Stay connected with high-speed Wi-Fi, & enjoy the ease of on-site laundry. Openings for September and October. Ideal for weekend get aways!

A bright living area features large windows with views of a garden and ample natural light. A comfortable dark sofa and a plush chair are arranged around a glass coffee table on a colorful area rug. A wooden dresser and a small dining table add warmth to the space.

4.97 out of 5 average rating, 348 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

4.96 out of 5 average rating, 164 reviews

A dining area is showcased with a rustic wooden table surrounded by four chairs and a bench. An arrangement of circular placemats lies on the table. Natural light enters through a window, illuminating the wooden floor and a potted plant sits on the table.

Home in Salem

Beautiful historical house in Salem

The whole group will enjoy easy access to everything from this centrally located place. A few minutes walk to a multitude of great restaurants, shops, galleries, the witch house, ghost and witch tours, trolley tours, Salem ferry, Pickering wharf, Salem witch museum, witch dungeon museum and a few minutes drive to Salem Willows and the house of the seven gables. All three bedrooms that are on the second floor will have AC units from mid June till September.

Superhost

The open living area features large windows offering views of the ocean and plenty of natural light. A circular hanging chair adds a unique touch, while a bar area with two stools is located in the space. Light wood flooring complements the modern design.

Home in Hull

4.9 out of 5 average rating, 154 reviews

Oceanfront Mermaid of HULL w/ Deck Hot Tub & View!

Please ask me directly to send you a video of this fabulous space since it is against AirBnB policy to put it here. Welcome to “Mermaid of HULL” So happy to be hosting you, hope you make memories to last your life time. Next to Nantasket Beach Resort, "Mermaid of Hull" has panoramic views of the ocean. Walk beach, most restaurants, live entertainment, or take a 25-35 minute ferry to Boston's Wharfs or Logan Airport.

An open concept living area features a blue sectional sofa, a white coffee table, and a wall-mounted TV displaying a movie. Natural light fills the space through windows, highlighting kitchen cabinetry and a dining table for four in the background.

4.92 out of 5 average rating, 99 reviews

Seaside Home|Sleeps 7|Plum Cove Beach+Rockport!

KEY FEATURES ☀️Cozy home with 3 floors of space ☀️10 minute drive to all the attractions of Downtown Gloucester ☀️Beach chairs at the home for your use ☀️Less than 2 miles from beautiful Halibut Point State Park ☀️Spacious and private fenced in backyard with outdoor furniture ☀️Hi-speed WiFi ☀️2 off street parking spots ☀️Dedicated workspace ☀️2 full bathrooms ☀️Washer/dryer ☀️Fully equipped + stocked kitchen

Popular amenities for Gloucester house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A spacious exterior view of a charming Georgian Colonial house surrounded by lush landscaping. A gravel driveway leads to a two-car garage. The vibrant green lawn is complemented by a stone path and mature trees, creating a welcoming atmosphere.

4.82 out of 5 average rating, 22 reviews

Mansion in Gloucester with Pool

5 out of 5 average rating, 20 reviews

A welcoming living area features a large yellow sectional sofa, paired with woven chairs. A colorful area rug anchors the space, complemented by a light wood floor. The walls are adorned with a tropical mural, and a kitchen area is visible in the background.

Home in Hull

NEW! Walk To Beach! Sunshine House

4.94 out of 5 average rating, 172 reviews

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

4.98 out of 5 average rating, 63 reviews

An indoor pool is surrounded by light blue walls and gray tile accents. Natural light filters in through large windows, illuminating the water's surface. Steps lead from the pool to a door that opens to the outside area.

Home in Hampton

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

Home in Lakeside Marblehead

A cozy living area is highlighted by a light grey sofa adorned with soft pillows in neutral tones. A round, woven coffee table sits at the center, accompanied by decorative accents. Two lamps provide soft lighting, complemented by exposed wooden beams overhead.

4.91 out of 5 average rating, 34 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

5 out of 5 average rating, 23 reviews

An open area is framed by wooden fencing, leading to a natural landscape filled with trees transitioning from winter. The foreground features low shrubs and a rock arrangement, while the background displays a mix of evergreens and deciduous trees against a cloudy sky.

Home in Candia

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

5 out of 5 average rating, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve

4.95 out of 5 average rating, 20 reviews

A light-filled living room features a soft white couch adorned with blue and aqua cushions. A cozy navy chair complements a glass-top coffee table, which is surrounded by patterned poufs. An air conditioning unit and a television are positioned for convenience, enhancing the inviting space.

Home in Hampton

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ

Weekly house rentals

4.93 out of 5 average rating, 54 reviews

A bright and airy living area features large glass doors offering panoramic views of the water. Comfortable seating is positioned to take advantage of the scenic landscape, while light-colored walls enhance the spacious atmosphere. A ceiling beam adds architectural interest to the room.

Home in Ipswich

Northridge View

The charming cottage exterior features a welcoming porch with two rocking chairs and lush greenery surrounding it. The light-colored facade is complemented by dark windows and a pitched roof, creating a cozy, inviting appearance. A manicured lawn enhances the overall setting.

5 out of 5 average rating, 19 reviews

Chic Coastal Retreat

An aerial view captures the charming town of Rockport, MA, showcasing a picturesque harbor filled with boats, seaside buildings, and lush green hills in the background. The coastline is dotted with sandy beaches, while the vibrant community is framed by serene waters, illustrating the coastal allure.

5 out of 5 average rating, 7 reviews

Cottage/Loft Combo!|Deck|Sleeps 7|2 Parking Spaces

An aerial view captures the beautiful curves of Long Beach, framed by gentle waves lapping the sandy shore. Coastal homes line the beach, blending with the lush greenery in the background. The azure ocean extends into the distance, reflecting the serene sky above.

5 out of 5 average rating, 33 reviews

Oceanfront Home Rockport

The image displays a bright and inviting living space featuring a dining table with wooden chairs beside a cozy seating area. A green sofa is positioned across from a flat-screen TV mounted on the wall. Natural light fills the room through two windows with white shades.

4.95 out of 5 average rating, 57 reviews

Quaint home, located near beach and downtown

4.91 out of 5 average rating, 70 reviews

A cozy seating area features two armchairs facing large windows that provide a clear view of the lake. Natural light enters, illuminating the wooden floor and a round coffee table adorned with a small plant. The decor emphasizes tranquil lakefront living.

Home in Amesbury

2 bedroom waterfront retreat all seasons

An outdoor deck extends from the dwelling, featuring a dining table and chairs surrounded by greenery. In the background, wind turbines are visible beyond the landscape, enhancing the scenic coastal atmosphere.

4.97 out of 5 average rating, 30 reviews

“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor

A cozy family room is filled with natural light from multiple large windows, offering views of the outside. A comfortable gray sofa and two white chairs are arranged around a glass coffee table. Decorative pillows and a fresh flower arrangement enhance the inviting setting.

4.96 out of 5 average rating, 94 reviews

Pleasant Place

Private house rentals

Superhost

A spacious private deck overlooks the tidal Annisquam River, featuring comfortable outdoor seating with blue cushions. A small table is placed beside the seating area. String lights illuminate the space, enhancing the inviting atmosphere for relaxation while enjoying scenic water views.

4.94 out of 5 average rating, 18 reviews

PVT Waterfront Deck|Firepit|Workspace|Free Parking

A bright living room is showcased with a light-colored sectional sofa and a wooden coffee table. Natural light filters through the windows, illuminating decor elements including books and vases. A mounted TV is positioned on a wall adjacent to a detailed bookshelf.

4.86 out of 5 average rating, 79 reviews

Beach Life Bliss - steps to the beach

The exterior of the house showcases a charming wooden facade, featuring multiple large windows that allow for natural light. Surrounding greenery and gravel pathways enhance the outdoor space, while stone features provide an inviting edge to the property.

4.97 out of 5 average rating, 30 reviews

Breathtaking Retreat - Walk to Beach & Downtown

5 out of 5 average rating, 37 reviews

A bright master suite features French doors that open to a private balcony, offering views of the surrounding landscape. Two chairs sit beside a small table, creating a cozy conversation area, while natural light fills the space from multiple windows.

Home in Ipswich

The Nest at The Neck

A panoramic view reveals the tranquil ocean, with soft waves lapping against the shore. Green trees and distant sandy areas are visible, enhancing the natural scenery. Several rooftops in the foreground provide a sense of elevation and perspective towards the coastline.

4.98 out of 5 average rating, 91 reviews

Ocean views! Welcome to Sea Breeze!

5 out of 5 average rating, 53 reviews

The exterior of a newly renovated, two-story blue house is displayed, featuring white trim and multiple windows. Greenery surrounds the entrance, while a manicured garden adds a natural touch. The background shows additional residences, indicating a residential neighborhood setting.

Home in Newburyport

Quaint House w/parking in the Heart of Downtown

5 out of 5 average rating, 23 reviews

A cozy living room is highlighted by a floral-patterned sofa and a contemporary blue chair. Natural light enters through the windows, and indoor plants add a touch of greenery. A vinyl record player and neon wall sign contribute to the room's eclectic decor.

Home in Beverly

Private Cottage | Close to Salem & Train to Boston

The kitchen features modern stainless steel appliances and a spacious countertop. Several barstools are arranged around the island, while a round dining table with wooden chairs is visible in the corner. Bright natural light fills the space through multiple windows.