House holiday rentals in Wakefield

4.98 out of 5 average rating, 150 reviews

An outdoor deck features two ornate chairs and a small table, overlooking a serene sunset. The horizon displays soft hues of orange and blue, with the silhouette of rooftops adding depth to the scene. Lush greenery can be observed nearby.

Home in Somerville

The Nest | A peaceful retreat in the city

Unwind and relax on a quiet street in the heart of Somerville. With easy access to Harvard, MIT, Tufts, and Boston, this newly updated Victorian home is a perfect base to explore all that New England has to offer. You can also visit an abundance of local restaurants and coffeeshops within walking distance. During your stay, you will enjoy full use of a smart TV, comfortable work-from-home setup, brand new washer/dryer/dishwasher/range, off-street parking, and multizone heating/ cooling systems.

4.99 out of 5 average rating, 111 reviews

A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.

Home in Medford

Family Friendly Green Oasis Minutes from Boston

Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

4.81 out of 5 average rating, 103 reviews

A comfortable living area is presented with a decorative tree adorned with lights. A faux fireplace sits beneath a flat-screen TV, complemented by a stylish coffee table. Light-colored furnishings and hardwood flooring enhance the inviting design, while a patterned area rug adds warmth.

Home in Wakefield

Beautiful home next to train to Boston, near Salem

Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

4.97 out of 5 average rating, 131 reviews

An open eat-in kitchen features sleek white cabinets and a dark countertop. The kitchen island, which seats three on mint green stools, is set with dishware. Natural light filters through the window shades, complementing the modern appliances and warm color tones.

Home in Everett

Gorgeous Retreat - Amazing Kitchen - Hosts 6

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino Whether you travel for outdoor adventure, beach time, family bonding or just hanging out, this gorgeous two-bedroom home – just minutes away from the beach and Encore Casino and less than 20 minutes from the city center – was lovingly renovated and outfitted to curate an experience of being at home, at peace, and surrounded with quiet beauty. Restaurants, Grocery Store, Pharmacy and other conveniences within minutes walk.

4.96 out of 5 average rating, 281 reviews

A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.

Home in Wakefield

Welcoming 7-room house <15 miles to Boston & Salem

Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.

4.77 out of 5 average rating, 218 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

4.92 out of 5 average rating, 289 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.

4.71 out of 5 average rating, 223 reviews

A modern kitchen space features a central island with a seating area, complemented by wooden cabinetry and essential appliances. A staircase leads to the upper level, while decorative accents, including wall art and plants, enhance the inviting atmosphere.

Home in Revere

Superb urban community Apartment

Dear guest, it is our pleasure to welcome you to our superb urban community apartment. Whether you’re traveling on business or pleasure, we strive to provide you with an apartment that is clean and comfortable, with friendly attentive service at a value-conscious price. This apartment located in the heart of the city, minutes away from Logan international airport, downtown Boston and Revere beach. Walking distances to restaurants and public transportation. Safe and quiet neighborhoods

4.96 out of 5 average rating, 128 reviews

The exterior of a two-family home features a front porch with white railings and hanging flower baskets. A staircase leads to the entrance, flanked by flower pots. The entrance door is bright red, and the surrounding garden adds greenery to the welcoming facade.

Home in Melrose

Quiet Melrose Home

Two bedroom apartment on the first floor of a two family home located in a quiet neighborhood just a few blocks from downtown Melrose. Convenient 6.5 miles from Boston. One block from the commuter rail, bus at the end of the street, and 1.2 miles to MBTA. You will have 2 bedrooms with queen size beds plus extra single bed off of back bedroom, sunny full kitchen, living room, dining room 1 bathroom with walk in shower, and laundry room, back deck and yard . Owner lives upstairs.

4.94 out of 5 average rating, 296 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.

4.93 out of 5 average rating, 377 reviews

A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.

Home in Everett

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

4.91 out of 5 average rating, 283 reviews

A cozy living area features a beige sofa, a green armchair, and a wooden coffee table with decorative centerpieces. A stylish rug adds texture to the floor. Walls are adorned with artwork and decorative pieces, while natural light filters through the windows.

Home in Lynn

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Popular amenities for Wakefield house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

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, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve

4.95 out of 5 average rating, 44 reviews

The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.

Home in Arlington

Beautiful Spacious 4BRM House!

5 out of 5 average rating, 4 reviews

A serene backyard scene features a private pool surrounded by lush greenery. A gazebo is visible nearby, alongside a dining area with a table and chairs set on a grassy lawn. The house, painted in gray, stands in the background under a partly cloudy sky.

Home in Dracut

A Charming House with Private Pool & BBQ Area

4.97 out of 5 average rating, 105 reviews

Home in Weston

Spacious vacation unit in premium suburban town

An outdoor area features a swimming pool surrounded by a spacious deck, equipped with lounge chairs and a grill. A basketball court sits in the background, framed by lush greenery and a privacy fence.

Home in Salem

4.71 out of 5 average rating, 28 reviews

modern Tudor in beautiful Salem nh

The exterior of a single-family cottage is showcased, featuring large front windows that allow natural light to enter. A well-maintained landscape with a mix of flowering plants and shrubs surrounds the home, and a decorative rock is integrated into the garden design.

Home in Westford

Knoll Pocket Park House @ S V

Weekly house rentals

4.97 out of 5 average rating, 106 reviews

A welcoming living room features a ceiling fan and natural light from multiple windows. A comfortable sofa is positioned near a wooden cart, while a flat-screen TV is mounted on the wall. The staircase leads to an upper level, and an opening reveals a bright dining area.

Home in Arlington

Sophisticated, bright, and cheerful 2 story home

5 out of 5 average rating, 229 reviews

A charming house is nestled among trees, featuring a light-colored exterior with dark accents. An American flag is displayed outside. The front yard is landscaped with a stone wall and greenery, creating a serene setting. A gravel path leads to the entrance.

Home in Dedham

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

4.96 out of 5 average rating, 27 reviews

A spacious living area features a large, rounded red leather sofa surrounding a glass coffee table, complemented by a decorative area rug. Light-colored walls and recessed lighting enhance the bright atmosphere. Behind, a dining area with elegant chairs and cabinets is visible.

Home in Stoneham

The Grand Residence

4.98 out of 5 average rating, 104 reviews

A traditional farmhouse is visible alongside a red barn, set against a backdrop of autumn foliage. The well-maintained lawn features neatly trimmed shrubs and trees, with the clear sky overhead highlighting the peaceful rural setting.

Home in Newton

Winnie's Place - Freshly Renovated 1800s Farmhouse

4.94 out of 5 average rating, 54 reviews

The kitchenette features wooden cabinets and a granite countertop, equipped with a sink, stove, microwave, and coffee maker. A small dining table is set with green plates and utensils. Bright lighting illuminates the space, enhancing functionality.

Home in Stoneham

Explore Stoneham

4.93 out of 5 average rating, 273 reviews

A spacious living room exhibits rich green walls, complemented by warm wood flooring. Natural light streams through the slatted blinds, casting patterned shadows. Comfortable seating arrangements include a large couch and armchairs, with a wooden coffee table at the center and decorative artwork adorning the walls.

Home in Harvard Square

Harvard Square - free permitted on street parking

4.96 out of 5 average rating, 163 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

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

Private house rentals

4.7 out of 5 average rating, 125 reviews

Home in Everett

Modern Studio Near Airport & Downtown - w/Parking!

4.88 out of 5 average rating, 17 reviews

A well-lit living area features a light-colored sofa with decorative cushions and two seating options. A patterned area rug adds warmth to the wooden floor. A small table and chair complement the space, with a window providing natural light.

Home in Newton

In law unit with private bath & kitchen

4.94 out of 5 average rating, 50 reviews

A cozy seating area features a soft gray sofa adorned with purple cushions. A colorful area rug lies beneath, complementing the space. A small round table holds a lantern, and a framed artwork adds a touch of elegance to the wall. Natural light filters through a window with striped shades.

Home in Andover

Cozy 2 story guest house.

4.89 out of 5 average rating, 36 reviews

A spacious studio suite is shown, featuring a comfortable Queen Size bed with light bedding. A couch with decorative pillows faces a work area, including a desk and chair. A closet provides ample storage space, and a kitchenette area is visible in the background.

Home in Lexington

Stay in a Family Friendly Neighborhood

5 out of 5 average rating, 15 reviews

A spacious living area is designed with large windows providing expansive views of the ocean. A comfortable white sofa faces a wooden coffee table, complemented by a cozy throw. Natural light fills the room, accentuating the warm wooden floors and tasteful decor.

Home in Nahant

Sea Forever - Oceanfront Home in Nahant!

4.99 out of 5 average rating, 74 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, 30 reviews

The exterior view features a modern, attached house fronting a spacious parking area. A white fence borders the property, while lush greenery is visible in the background. The house is split-level with a charming porch and multiple windows allowing natural light.

Home in Danvers

Cozy house, close to downtown