Condo vacation rentals in Windham

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Top-rated condo rentals in Windham

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Guest favorite
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.
Condo in Centralville
4.86 out of 5 average rating, 121 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.

Top guest favorite
An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 135 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Presenting the newly restored Samuel Tucker House. Located in the heart of Marblehead's downtown and walking distance to local shops, restaurants and beaches, this bright and charming newly renovated 2 bedroom and 2 bath condo is a masterful blend of historic detail and modern design. Amenities include a private entrance, open concept living and dining areas that connect to a nicely appointed kitchen, fireplace, workspace, washer/dryer, central A/C, exterior dining area, and dedicated parking.

Top guest favorite
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.
Condo in Downtown Manchester
4.99 out of 5 average rating, 194 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!

Top guest favorite
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.
Condo in Lakeside Marblehead
4.98 out of 5 average rating, 202 reviews

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

Guest favorite
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.
Condo in North Chelmsford
4.87 out of 5 average rating, 109 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.

Top guest favorite
Condo in Hampton Beach
4.98 out of 5 average rating, 332 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.

Top guest favorite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Condo in Salem
4.95 out of 5 average rating, 104 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Guest favorite
A sandy pathway leads to the beach, flanked by tall grass and a low fence. A wooden bench provides a resting spot along the way. The ocean stretches into the distance under a clear blue sky, inviting relaxation and exploration.
Condo in Seabrook Beach
4.8 out of 5 average rating, 190 reviews

Welcome to the Beach Escape! Seabrook, NH

Come stay in the BEACH ESCAPE! Walk 1,000 feet to Seabrook Beach in New Hampshire. After a day at the beach, come back to relax on the balcony overlooking the marsh, watch the sunsets and fireworks. The condo sleeps up to 3-4 people with a full sized bed and full sleeper sofa, TV, WiFi, kitchenette, central AC, and 2 chairs. Walk to amazing restaurants steps away. Our goal is for you to have an amazing time on the New Hampshire Seacoast! We have a check in time of 2PM.

Top guest favorite
A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.
Condo in Rockport
4.99 out of 5 average rating, 210 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

Top guest favorite
An open living area showcases a warm ambiance with string lights overhead. A dining table is set for six, and a cozy seating arrangement includes a colorful armchair and a plush sofa. A wall-mounted TV is positioned beside vibrant artwork against the white walls.
Condo in Salem
4.97 out of 5 average rating, 284 reviews

*1710 Historic Downtown 2BR |Salem+Witch Trials

🏆 Top 1% property in Salem! Welcome to The Archer House — your cozy winter getaway! ❄️ This 2-bedroom unit features free parking for 2 cars and all the comforts you need for a relaxing stay. Just steps from the Salem Witch Museum and downtown’s seasonal attractions, it’s the perfect winter escape! 🧙🏻‍♀️ Salem Witch Museum - 3 min walk 🎃 Witch House - 10 min walk ✨ Downtown Salem - 1 Min walk 🕸 Hocus Pocus House - 5 min drive

Top guest favorite
A modern living space is presented with bright walls and stylish furnishings. A large dining table is positioned in the foreground, surrounded by dark chairs. The seating area features a light-colored sofa and an accent chair, complemented by artwork and a decorative wall-mounted antler.
Condo in Salem
4.84 out of 5 average rating, 413 reviews

Modern Farmhouse Condo in Salem

Welcome to your modern farmhouse retreat! - Newly renovated condo in a quiet neighborhood - Elegant design with shiplap and bold decor - Private master with en-suite bathroom - Comfortable beds and central air - Smart TVs for entertainment - Close to Peabody Essex Museum and Salem Witch Museum (~15-20 minute walk) - No parties allowed

Top guest favorite
The living area features a combination of deep blue walls and natural light from large windows. A light fixture hangs from the ceiling above a cozy seating arrangement, including a sectional sofa and a modern armchair. A decorative fireplace is accented by a mounted television.
Condo in Salem
4.98 out of 5 average rating, 258 reviews

Downtown beautiful renovation with parking

*Perfect location to enjoy Salem according to all of our reviews! Walk to every attraction in just a few minutes!* This second floor apartment is in the best location in town on Charter street, steps to all of the attractions. This apartment was lovingly restored maintaining it's historic charm, but with modern touches.

Popular amenities for Windham condo rentals

Quick stats about condo rentals in Windham

  • Nightly prices starting at

    Windham vacation rentals start at G$35,560 GYD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windham rentals

  • 4.7 Average rating

    Windham stays receive an average rating of 4.7 out of 5 from guests