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.

4.89 out of 5 average rating, 111 reviews

A serene sunset is captured over the horizon, casting warm hues of orange and pink across the sky. The silhouette of a distant landscape is visible along with the calm waters reflecting the evening light.

Home in Ipswich

Incredible Views of Ocean, River, Sunrise & Sunset

1 bedroom home that can sleep 4. The house has sun filled rooms and vista scenery of the ocean, river and beach's. Located on a private road with Spectacular sunrises over the ocean with sunsets overlooking the river. Savor the steam room after a cross country ski or hike through the 100s of acres of manicured and marked trails only 5 miles away. The house has a large fireplace for you to enjoy Whether traveling with family friends or solo the seaside town of Ipswich has some great attractions

4.91 out of 5 average rating, 142 reviews

A spacious outdoor deck features a white railing, providing a clear view of the expansive marsh and river landscape. The sky is bright and blue, enhancing the natural beauty of the surrounding greenery and water.

Home in Salisbury

NEW 3BR home, incredible views - Beach across St

Enjoy sunrises and sunsets with an expanse of windows that offer breathtaking views of the river and marsh in a new construction, BEAUTIFUL, single family home. Over 2000 Sq Ft wTile & hardwood floors. 1st level has Open living room/kitchen, half bath & 1 bedroom. 2nd Floor has 2 bedrooms, bath, laundry & Large outdoor deck. Beach is a 2 minute walk across the street. 10 minutes to Browns Seafood restaurant, Ice Cream, Groceries & more. 2+ Parking spots. We follow the Advanced Clean Protocol.

A spacious living area features large windows overlooking the water. A gray sofa and a blue armchair provide comfortable seating, while a wooden coffee table sits in front. A dining table with white chairs is positioned nearby, creating an inviting space for relaxation and meals.

4.96 out of 5 average rating, 140 reviews

Views over Lobster Cove! Book spring/summer now

Booking spring and summer. Water views/access, sunsets above Lobster Cove on Washington St. Ideal for couple, NEW KING BED in master, queen in 2nd. Fast WiFi./TV. Not suitable for young children. Central A/C. 2nd fl unit large windows. Large living/dining/kitchen area. Comfy new mattresses, 100% cotton sheets,sound machines. Overlooks beautiful Lobster Cove and footbridge. Minutes walk to the village of Annisquam and Lighthouse Beach. Small deck. Swim/kayak out your door. Parking for one car

The exterior of the 1767 Tuck House is shown, featuring a spacious two-story structure with white siding and black shutters. A welcoming teal door is framed by decorative wall sconces. Lush hydrangea bushes bloom in front, complementing the landscaped yard and stone pathway leading to the entrance.

4.98 out of 5 average rating, 109 reviews

Walk to Beach & Village at Luxury Renovation

Are you dreaming of sun, sand and seafood?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, 175 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.

4.92 out of 5 average rating, 323 reviews

A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.

Home in Stoneham

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

4.98 out of 5 average rating, 351 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 once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

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, 146 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).

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, 353 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.

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, 103 reviews

Pleasant Place

Pleasant Place is a spacious, clean and centrally located spot to spend time with your family and friends. It has two bedrooms, two full bathrooms and a pull out couch. Sun soaked in natural light, it boasts a newly renovated kitchen, granite island, large dining room and a charming family room with views of the Rockport harbor. Walk downtown, to the beach, or drive around town and take advantage of your own parking spot in the busy summer.

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, 106 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

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.

4.83 out of 5 average rating, 24 reviews

Mansion in Gloucester with Pool

4.94 out of 5 average rating, 174 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

5 out of 5 average rating, 32 reviews

Home in Newton

Elegant & Spacious~Easy Boston Access! STR-25-22

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

4.95 out of 5 average rating, 21 reviews

An aerial view captures a coastal community along the shoreline, with various residential structures and green spaces visible. The nearby beach stretches along the horizon, while a swimming pool is positioned within a central complex, indicated by a star. The landscape is bright and open.

Home in Hampton

Beach Getaway Minutes from the Ocean!

4.97 out of 5 average rating, 58 reviews

A spacious bedroom is presented, featuring a dark wooden bed frame with a light-colored bedding set. Two nightstands with lamps are positioned on either side. Natural light enters through three windows, complementing the warm tones of the wooden floor and subtle wall color.

Home in Kittery

Fantastic Kittery Home with Pool

Home in Lakeside Marblehead

The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.

4.93 out of 5 average rating, 41 reviews

Pet-friendly 4-Bed Home w/Pool, Nature Trails

4.97 out of 5 average rating, 34 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

Weekly house rentals

A modern kitchen is highlighted by a large central island with seating for four. White cabinetry contrasts with a tiled backsplash in soft green tones. A sleek range hood is positioned above a gas cooktop, while steps lead to the upper level to the right.

4.98 out of 5 average rating, 52 reviews

Harbor House with Ocean Views

Superhost

The exterior of the home is shown, featuring a grey wooden facade and a spacious deck. Lush greenery surrounds the base of the house, and large windows offer views into the living areas. The setting conveys a serene atmosphere backed by a blue sky.

4.85 out of 5 average rating, 60 reviews

Walk To Good Harbor, OCEAN VIEWS, Open All Year!

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.

4.87 out of 5 average rating, 84 reviews

Beach Life Bliss - steps to the beach

The living area showcases a comfortable black leather sofa and an armchair, positioned on a patterned rug. A ceiling fan provides airflow above, while a dining table with wooden chairs is visible in the background, adjacent to a modern kitchen with dark cabinetry.

4.93 out of 5 average rating, 61 reviews

Brand new home minutes to the ocean

An aerial view displays the cottage's proximity to scenic beaches and local attractions. Back Beach is noted at a 60-second walk, Front Beach at three minutes, and Bearskin Neck at ten minutes. The surrounding area features green spaces and a charming coastal town.

5 out of 5 average rating, 28 reviews

Family Cottage by the Beach & Downtown + Parking

A historic Colonial home is depicted with dark wooden siding and multiple windows. The structure features a central door, surrounded by evenly spaced windows on the front facade. Trees and greenery are visible in the surrounding yard, under a bright blue sky.

5 out of 5 average rating, 29 reviews

William Haskell House First Period Colonial Home

A serene beach scene captures the twilight sky with soft pink and orange hues. The calm water reflects the colors, creating gentle patterns on the wet sand. A distant rock formation is visible near the shoreline, enhancing the natural beauty of the coastal landscape.

4.91 out of 5 average rating, 33 reviews

Gloucester Beach House

4.97 out of 5 average rating, 35 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

Witchy private cottage, Close to Beaches & Salem

Private house rentals

4.93 out of 5 average rating, 57 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

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, 8 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, 36 reviews

Oceanfront Home Rockport

The kitchen features a central round table surrounded by four wooden chairs. An array of cabinets and shelves are filled with dishware and kitchen essentials. A stainless steel refrigerator and stove are included, with a ceiling fan positioned above for comfort.

4.91 out of 5 average rating, 44 reviews

Cheerful 3-bedroom home with easy access to beach

A two-story home features a light gray exterior with white trim and a front porch. A cobblestone driveway is visible in front, surrounded by a well-maintained yard with green shrubs. The property is situated within a peaceful neighborhood setting.

5 out of 5 average rating, 59 reviews

New South End Home Quiet Lane To Old Garden Beach

An outdoor seating area features colorful chairs in vibrant hues, surrounding a central fire pit set within a grassy landscape. A pergola draped with greenery stands above, while a multi-story house is visible in the background, enhancing the gathering space.

5 out of 5 average rating, 18 reviews

Lovely home by the sea!

5 out of 5 average rating, 54 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