Holiday houses in Wellesley

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Lovely & Spacious 5 Bedroom Home 20 min. to Boston

Located in one of the most desirable suburbs of Boston, Wellesley is a gorgeous community with marked walking trails and a quaint town center with specialty shops and a vast array of diverse restaurants . We are an easy 20 minute drive to Boston! Our property has easy on/off access to I-95 (Rt 128) & is a 3 minute drive to I-90 (Mass Pike) which allows for easy day trips all over NE. There is something here for everyone! We are committed to giving our guests a 5-star experience & accommodations.

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Cozy Garden Suite | EV Charger + Private Entry

Experience comfort in this ground-level in-law suite, located in a historic home in the heart of Wellesley, a charming college town just outside Boston. The kitchenette has a fridge, microwave, toaster, and other essentials for light meals, and a cozy atmosphere for relaxing or working. Close to Babson, Olin, and Wellesley College, it’s perfect for students, visiting faculty, or anyone seeking a peaceful short- or long-term stay. Single occupancy preferred. There is a charge for extra guests.

2bed/2bath Apt at Waltham Landing. Middle Unit

This apartment complex was built in 2016. It is 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station: Fitchburg Line - Commuter Rail. Bentley and Brandeis are 1 mile away. Monthly rentals accepted (inquire for best rate), discounts for groups and long-term rentals. Perfect for business travelers, families, anyone in between housing or visiting town! Free parking in the parking lot. Yes there is an Elevator.

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Victorian fully renovated! T station-Boston 20'!

Our house is an old Victorian just renovated on a quiet cul-de-sac. You will enjoy our entire brand new 3rd floor with 2 spacious rooms, one huge bathroom with a rain shower, a Victorian tub and two sinks. You can also enjoy our kitchen, outdoor dining, and laundry area. Our house is located in one of the best neighborhoods in Boston area just 20 minutes to downtown. The T line D (subway) is just half block from the house. You can visit Boston and suburbs without a car using the T line.

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay.