House holiday rentals in Rockport

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, 152 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.

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 and Town at Historic Luxury Home

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 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

Superhost

The exterior of a two-story home is shown, featuring beige siding and multi-pane windows. A well-maintained front yard includes patches of grass and decorative bushes. A staircase leads to the front porch, with a fenced yard visible in the background, surrounded by trees for added privacy.

Home in Georgetown

4.81 out of 5 average rating, 216 reviews

Nothing Fancy Older Pet Friendly Home – near I-95

Enjoy your very own country living retreat! Our pet friendly home sleeps 8 with a large fenced in yard, so bring the kids & furry friends. There is a big backyard and lots of trees providing privacy. The fence is older but secure enough for your pets. Guests please know this is an older house inside. The finishes are older and cheaper. We are 1 min from I-95 & within 15 minutes of restaurants, golf course, & wedding venues. Guests that are very sensitive to smell should not book this place

4.92 out of 5 average rating, 314 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.

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).

4.97 out of 5 average rating, 109 reviews

The exterior of a colonial-style house is presented, featuring a symmetrical façade with a front porch, white railing, and wide steps leading to the entrance. A well-manicured lawn and garden flank the pathway, which guides toward the door. The vibrant greenery complements the home.

Home in Haverhill

Charming 4-Bedroom Colonial

Welcome to this charming colonial nestled within the tranquil suburban Bradford section of Haverhill, Massachusetts. This inviting four-bedroom, 2.5-bath residence offers a serene retreat for those seeking a comfortable and spacious accommodation. This home is perfect for you and your family looking to enjoy your time spent in the awesome private outdoor space near the fire-pit or indoors enjoying a wonderful home cook meal at the dining table gathered around by your love ones.

4.94 out of 5 average rating, 306 reviews

A spacious bedroom is illuminated by natural light from large windows, featuring a comfortable bed with soft linens. Two plush armchairs are positioned across from a cozy sofa. A modern glass coffee table holds a magazine, while decorative elements add charm to the setting.

Home in Cambridge

Stunning urban hideaway nearby Harvard Square

Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

4.98 out of 5 average rating, 348 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.

4.93 out of 5 average rating, 180 reviews

The kitchen features navy blue cabinetry and modern stainless steel appliances, including a microwave and oven. A white countertop contrasts with the dark cabinets, enhancing the space's elegance. Natural light flows in through the windows, creating a bright atmosphere, while a small rug adds a decorative touch.

Home in Malden

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

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, 100 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.

Popular amenities for Rockport house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a 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

4.95 out of 5 average rating, 20 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

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.

4.93 out of 5 average rating, 41 reviews

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

5 out of 5 average rating, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve w/ Pool

4.97 out of 5 average rating, 31 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

4.95 out of 5 average rating, 21 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

4.97 out of 5 average rating, 108 reviews

Home in Weston

Spacious vacation unit in premium suburban town

Weekly house rentals

The exterior of the home showcases a light gray facade with dark shutters and a steeply pitched roof. A wooden entryway is visible, leading to the front door. Surrounding greenery is neatly arranged, complemented by a clear blue sky.

5 out of 5 average rating, 20 reviews

Adorable renovated house, steps from Front Beach

A spacious deck is adorned with a round table and four chairs featuring red cushions. In the background, vibrant yellow flowers contrast against the blue ocean, with Thatcher Island's twin lighthouses visible in the distance. The scene captures a serene view of water and natural beauty.

5 out of 5 average rating, 41 reviews

Eden Cove

5 out of 5 average rating, 13 reviews

Parsons at Stage Fort

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

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

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

A cozy living area is defined by wooden beams and a colorful area rug. A comfortable sofa and an armchair provide seating, while a small table and a trunk add character. Soft lighting from table lamps brightens the space, and a television is mounted on the wall.

4.97 out of 5 average rating, 61 reviews

Historic gem in seaside village

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

Private house rentals

Superhost

A weathered barn with a cupola is framed by greenery, overlooking the ocean in the distance. Soft pastel colors of the sunset wash over the sky, enhancing the serene landscape. The spacious yard is visible in the foreground, providing a tranquil outdoor setting.

5 out of 5 average rating, 4 reviews

Rockport Vacation Home, ocean views, 2 bed/1 bath

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!

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

4.99 out of 5 average rating, 79 reviews

The bedroom features a wooden bed with a light-colored blanket. A small bedside lamp emits soft light next to the bed, while a tall black dresser stands against the opposite wall. Natural light brightens the space through a nearby window.

Home in Cambridgeport

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

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

Home in Lakeside Marblehead

A renovated kitchen features contemporary cabinetry and a sleek gas stove with an oven. A patterned tile backsplash adds visual interest. Modern appliances, including a microwave and refrigerator, are present. The warm wooden floor complements the light grey tones throughout the space, providing a welcoming environment.

4.97 out of 5 average rating, 89 reviews

Beautiful Kitchen | Deck | Yard | Salem/Marblehead

5 out of 5 average rating, 8 reviews

Little Pearl Cottage

The living room features comfortable seating arranged around a round coffee table. Large sliding doors provide access to a waterfront view, while natural light illuminates the space. A smart TV is mounted on the wall, and a mirrored wall adds depth to the open-concept area.