Condo vacation rentals in Windham

Downtown City Gem Groups A+ Locale Privacy Parking

AMAZING LOCATION This downtown gem has 2 floors (1200sf) of living space, steps away from restaurants, theater, jazz club, bars, music hall, shopping + waterfront concerts. Luxe linens + modern décor. Full kitchen, 3 bedrooms, 1.25 baths, central air + hardwood floors. Private yard + 2 FREE parking spots. MUST be 24+ to reserve. Parents+kids < 24 is permitted. No 3rd party bookings. If you book, you must be staying. NO PETS. MOBILITY issues?? PLEASE take note of STEEP+NARROW staircase. Sleeps 8.

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!

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.

Modern, Spacious, Top Floor Condo in A++ Location!

Modern, sunny second floor space with chef's kitchen! Newly renovated with gleaming hardwood floors, ample free parking, in-suite laundry, seventy five inch 4K smart TV, dining area, two generous bedrooms (one has king bed), separate living room, and sun porch. All this located in an exceptional location just steps from the Wellington Station Orange Line MBTA (the T) / Station Landing, Starbucks, Encore Boston, Life Time Sports Club, Planet Fitness, Restaurants, CVS, Assembly Row, & morer

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.

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!

Charter Street: Historic Charm, Modern Comfort

*Perfect location according to our reviews: Walk to all of Salem's, restaurants, attractions and walking areas* Park your car and walk to all of Salem's main attractions! The Gilbert Chadwick House on Charter Street is a renovated, centrally located apartment perfect for visiting all of Salem's sites and having a nice place to relax at the end of the day. Previously owned by the Peabody Essex Museum, this property was lovingly restored with a modern look.

Harbor View Suite

Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends.​ One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only

Ocean View Coastal Retreat | Minutes from Salem

Stay steps from the ocean in beautiful Swampscott, just a 3-minute walk to Fisherman’s Beach with front porch ocean views. Only 7 minutes to historic Salem, 5 minutes to the commuter rail, and about 30 minutes to Boston. Perfect for families, couples, girls trips, Salem visitors, and relaxing beach getaways looking to explore the North Shore and Boston while staying in a peaceful seaside neighborhood. Inhale the ocean air.

Adorable beach cottage with kitchen

Make some memories at this unique and family-friendly beach front studio. Full kitchen and 3/4 bath, with WiFi and a smart TV. Limit 4 occupancy. One car parking directly in front of unit. The beach is directly across the street, so enjoy less than a minute walk to the quiet north end of Hampton beach. Short walking distance to all the store fronts and same block access to restaurants and yoga facility.

The Merchant's Carriage House - Downtown Salem

Conveniently located in downtown Salem, The Merchant's Carriage House invites you to stay in a piece of Salem history. Nestled behind Captain James Barr's home is his antique carriage house, complete with original exposed beams from the 1700s. Our cozy home is tucked just outside of Salem's bustling downtown, within walking distance of everything you've traveled to Salem to visit.

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