Apartment holiday rentals in Windham

Apartment in Centralville

A stylish living area features a dark leather sofa positioned near a modern glass coffee table. A flat-screen television sits on a black media unit. Two windows provide natural light and a dining table is set for four, enhancing the open and functional layout.

4.86 out of 5 average rating, 122 reviews

Cozy Entire Unit Condo close to UMASS Lowell

My place is close to restaurants, UMASS. Lowell, and almost anything you need. You’ll love my place because instead of having a spare room in someone's house, you get an entire condo and privacy available to you (owner lives in separate unit). The unit includes basic amenities included (toiletries, bedding etc). In addition, the unit comes with a PlayStation 4 for the kids (or the husband/boyfriend) to keep them busy :) My place is good for couples, solo adventurers, and business travelers.

4.94 out of 5 average rating, 104 reviews

A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.

Apartment in Peabody

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

Apartment in Downtown Manchester

The exterior of the condo features a classic brick façade with white trim. Steps lead up to the green front door adorned with a wreath. The walkway is lined with autumn leaves, and well-maintained shrubbery is visible alongside the building.

4.99 out of 5 average rating, 179 reviews

Charming & Historic 2BR Oasis in Downtown Luxury

Step into the stylish and comfortable 2BR 1.5Bath condo in the heart of Manchester's historic downtown. Experience the city's rich history and visit numerous restaurants, shops, attractions, and landmarks, before retreating to our lovely oasis that will leave you in awe with its comfy design and rich amenity list that will satisfy your every need. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Free Parking See more below!

Apartment in North Chelmsford

A wooden staircase leads to a blue front door, framed by two hanging planters filled with vibrant flowers. A large, decorative white pot sits at the base, featuring a lush green plant surrounded by smaller potted plants, enhancing the entrance's welcoming appearance.

4.88 out of 5 average rating, 104 reviews

The Art Experience

The Art House at the Ellison Building was built in 1878. This unit was renovated in 2004 and 2022. It is walking distance to both Freeman lake beach and also a boat launch for the Merrimack River. It's situated between Lowell and Nashua NH. 40 minute drive to Boston or Manchester. This 2 bedroom condo was renovated by artist/architect Daniel Forcier. All of the artwork hanging is for sale and Daniel has his art studio on site where classes are available for the complete art experience.

An outdoor balcony is furnished with wooden seating and a coffee table, providing ocean views and a serene atmosphere. The nearby sandy beach can be seen in the background, framed by a clear blue sky and a gentle horizon.

4.94 out of 5 average rating, 117 reviews

Cozy up in our oceanfront 2BR condo Hampton Beach

Welcome to our waterfront condo—a cozy retreat for the off-season at Hampton Beach. Enjoy peaceful ocean views and quiet charm, just steps from the shoreline. Whether you're planning a romantic escape or a relaxing family stay, our warm and inviting space offers comfort and convenience. Take in the crisp sea air from the balcony, explore local shops and restaurants, and enjoy the slower pace of coastal life. Be sure to check the space and parking details to make sure it meets your needs!

4.97 out of 5 average rating, 308 reviews

Seacoast Getaway

Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

4.88 out of 5 average rating, 153 reviews

A comfortable living area features a sectional sofa arranged around a rustic coffee table. A floor lamp provides soft lighting, and decorative plants add a touch of greenery. Natural light enters through sheer curtains, illuminating an art piece on the wall.

Apartment in Salem

Winter 3BR Escape | Historic + Modern Mix

Wisteria Vine Properties | Where comfort meets Salem’s magic. Discover this spacious and beautifully designed 3-bedroom, 2-bath condo—perfect for families and friend groups seeking a relaxing, memorable stay. Enjoy a fully equipped chef’s kitchen, hotel-quality beds, premium amenities, and a private outdoor space with BBQ. Just 7 min drive / 25 min walk to downtown Salem, the Witch Museum, and the House of the Seven Gables, and 8 min drive to the commuter rail for quick access to Boston.

4.85 out of 5 average rating, 133 reviews

A spacious bedroom features two neatly made beds, one larger and one smaller, adorned with white bedding. A bedside table holds a lamp, and a window with light curtains allows natural light to enter, complemented by warm LED ceiling lights.

Apartment in Waltham

Lovely one bedroom apartment condo, with parking

The whole group will enjoy easy access to everything from this centrally located place. Entire unit. In the heart of Waltham Large and comfortable one bedroom apartment in quite condominium style place. Great location 5 minutes walk to train or bus to Boston, 6 minutes walk to Moody street where all the restaurants and attractions are currently open. Also 7 minutes drive from Brandeis university or Bentley College . We are located near everything you would need to do in Waltham. The

4.94 out of 5 average rating, 280 reviews

A modern kitchen space features sleek white cabinetry and a large island with seating for three. Stainless steel appliances are positioned against a stylish backsplash. A vintage-inspired poster adorns the wall, and natural light fills the area from overhead fixtures.

Apartment in East Boston

CITY APARTMENT NEAR AIRPORT

🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Apartment in Lakeside Marblehead

A neutral-toned seating area features a modern gray couch adorned with throw pillows. A wooden coffee table sits in front, while a bedside table with a lamp and decor completes the cozy atmosphere. Large windows allow ample natural light into the space.

4.95 out of 5 average rating, 166 reviews

1742 Marblehead Studio|Minutes to Salem|Parking

Inquire about our winter rental rates! KEY FEATURES: ☀️Reserved parking for 1 vehicle ☀️Fully equipped + stocked kitchen ☀️New stainless steel appliances ☀️Light and bright space with four oversized windows ☀️Smart 4K TV ☀️Keurig with complimentary coffee ☀️Family Friendly! We provide pack and play, high chair, bouncer and stroller. No need to overpack with all of that baby gear! ☀️Futon that turns into a full sized bed ☀️Lots of natural lighting

4.9 out of 5 average rating, 226 reviews

A living area features a sleek black chair and a wooden folding table positioned in front of a wall-mounted television. Light-colored walls are complemented by decorative wall art. A doorway leads towards the kitchen area, providing access to additional amenities.

Apartment in York County

Tranquil Haven - Minutes from Perkins Cove

Welcome to Tranquil Haven, your home away from home in the beach village of Ogunquit. I am hopeful that your time away will be relaxing, enjoyable, and an oasis away from the busyness of life This studio condo is minutes from Perkins Cove and the Marginal Way. It has been completely renovated with a relaxing feel and genuine coastal charm. Quiet and Peaceful with first floor conveniences and parking right outside the condo.

Apartment in Jamaica Plain

A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.

4.89 out of 5 average rating, 575 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Popular amenities for Windham apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Davis Square

A comfortable living area is highlighted by a modern sofa and minimalist armchairs. Natural light floods in from a window, illuminating a coffee table adorned with a book and decorative items. Shelves display plants and books, enhancing the cozy, inviting ambiance.

4.92 out of 5 average rating, 170 reviews

Bright & Spacious Home in Davis Sq, Somerville

5 out of 5 average rating, 76 reviews

A small workspace features a marble-top table accompanied by a white chair with a fur throw. The green wall displays a variety of framed artwork and a small chalkboard with the word 'Welcome.' A mirror above the table reflects elements of the cozy room.

Apartment in Salem

The Merchant's Carriage House - Downtown Salem

4.98 out of 5 average rating, 50 reviews

A vibrant living area features a plush brown sofa adorned with colorful throw pillows. A retro arcade machine stands beside a flat-screen TV mounted on a textured brick wall. Bright window treatments enhance the cheerful atmosphere, complemented by a modern light fixture.

Apartment in Salem

Salem Urban Arcade - AC, Parking, Walk Everywhere!

The bright studio condo features a spacious bed with soft linens and a cozy armchair alongside. A small table is placed near the well-equipped kitchen area, while large sliding glass doors provide views of the marsh. Natural light fills the room, enhancing the welcoming ambiance.

4.88 out of 5 average rating, 65 reviews

Top Floor Beach Condo with Fabulous Sunset Views.

4.77 out of 5 average rating, 26 reviews

Apartment in Roxbury

Stunning Nubian Sq Victorian | Mins to Downtown

Apartment in North Chelmsford

4.86 out of 5 average rating, 35 reviews

Perfect getaway, enjoy the seasons!

4.95 out of 5 average rating, 109 reviews

A sandy pathway lined with beach grass leads toward the ocean, framed by wooden fencing. Vibrant hues of orange and pink paint the sky as the sun rises over the tranquil water, creating a serene coastal scene.

Apartment in Salisbury

Oceanfront Penthouse at Salisbury Beaches

4.97 out of 5 average rating, 184 reviews

A pair of large, double doors with a rich, textured surface stands prominently in the background. The doors are flanked by warm, wooden floors and a light-colored sofa adorned with decorative pillows. A vibrant area rug adds color to the setting.

Apartment in Downtown

Downtown Loft Boston - Close to everything

Pet-friendly apartment rentals

Apartment in East Somerville

The living room is furnished with a brown leather sofa and a light-colored sectional, surrounded by multiple windows allowing natural light. A dark wooden coffee table is placed centrally, adorned with a decorative bowl. An accent chair and a white cabinet add to the room's functionality.

4.84 out of 5 average rating, 254 reviews

A Cozy 3BR Home Close To Train + Boston & Parking

4.85 out of 5 average rating, 139 reviews

A sleek kitchen features modern stainless steel appliances, including a gas stove and a kettle. White cabinetry complements the glossy white subway tile backsplash. Light reflects off the countertops, enhancing the bright and clean appearance of the space.

Apartment in Watertown

Nice Condo to Harvard, MIT, Fenway, with parking

4.9 out of 5 average rating, 222 reviews

An open living area featuring a spacious sectional sofa with decorative pillows and a textured area rug. Modern kitchen appliances are visible in the background, with wooden cabinetry and ample counter space. Natural light fills the space through large windows, revealing a view of nearby buildings.

Apartment in Waltham

New Super Modern 3 Bed in Waltham

4.96 out of 5 average rating, 178 reviews

A cozy outdoor patio features two bright red Adirondack chairs and a white circular table. The table holds two bowls of snacks and a glass of orange beverage. A backdrop of greenery creates a serene setting, enhancing relaxation.

Apartment in Gloucester

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Apartment in Lakeside Marblehead

A comfortable living room features a soft gray sofa flanked by two armchairs. A round coffee table sits in the center, adorned with a decorative bowl. Natural light enters through a window adorned with white shutters, and a cozy rug enhances the inviting ambiance.

4.98 out of 5 average rating, 196 reviews

Harbor Hideaway

Apartment in Brookline Village

A spacious living area features a comfortable brown leather sofa and a blue armchair. A wooden coffee table sits in the center, and a 55-inch television is positioned on a console against a light blue wall. Large windows allow natural light to fill the space.

4.97 out of 5 average rating, 113 reviews

2 Bedroom by Longwood Medical Hospitals

Apartment in South Boston

A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.

4.87 out of 5 average rating, 121 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

4.94 out of 5 average rating, 186 reviews

A modern kitchen is showcased with light wood cabinetry and an expansive island featuring a white marble countertop. Pendant lights hang above, illuminating the space. The open layout leads to a cozy living area with a large sectional sofa, surrounded by windows that invite natural light.

Apartment in East Boston

Luxury apt w/ sauna & deck | by airport, downtown

Apartment rentals with a pool

A view of the ocean is framed by large windows, displaying tranquil blue waters and sandy beaches. The image captures the shoreline and nearby buildings, offering a glimpse of the vibrant beach atmosphere.

4.98 out of 5 average rating, 47 reviews

Ocean View - Steps to the Beach!

4.86 out of 5 average rating, 208 reviews

The kitchen features modern cabinetry with a light grey finish and granite countertops. Stainless steel appliances include a refrigerator, dishwasher, oven, and microwave. A window allows natural light to illuminate the space, and oak flooring runs throughout, providing a warm atmosphere.

Apartment in Wells

Two-Bedroom Condo on the Wells/Ogunquit town-line

4.91 out of 5 average rating, 11 reviews

A newly renovated studio features a spacious bed with a leaf-patterned comforter. A wooden wardrobe stands against the wall, complemented by a mounted flat-screen TV. Soft lighting is provided by wall sconces, creating a cozy atmosphere. A seating area with a small table is visible.

Apartment in Hampton

Hampton Beach Bailey's Resort

An aerial view of Hampton Beach highlights the proximity of the condo to the beach and nearby attractions. The coastline stretches out with sandy shores and a vibrant blue ocean. Nearby buildings and roadways are visible, providing a sense of the community and access to the area.

4.84 out of 5 average rating, 100 reviews

Steps from Beach | 2BR Monthly | Parking

5 out of 5 average rating, 14 reviews

The kitchen area features white cabinetry and a black countertop, with modern appliances including a refrigerator and microwave. A coffee maker and other cooking tools are arranged on countertops. A cozy seating area is highlighted by a sofa adorned with a decorative pillow.

Apartment in Ogunquit

Centrally located Ocean Towers condo in Ogunquit

4.98 out of 5 average rating, 51 reviews

Apartment in Wells

Our Happy Place!

4.87 out of 5 average rating, 54 reviews

A charming, two-story yellow house is surrounded by verdant trees and a manicured lawn. A wooden fence borders the property, and vehicles are parked nearby. Sunlight filters through the leaves, casting dappled light on the grassy area in front of the home.

Apartment in Londonderry

Village Hideaway