
Vacation rentals in Ashland
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Top-rated vacation rentals in Ashland
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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.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

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.

2BR Private Suite Close to World Cup Sleeps 6
Welcome to your home away from home! This private, spacious two-bedroom guest suite spans the entire lower level of our home and features a private entrance, walk-out patio, full kitchen, laundry, and open living/dining area. Located just 26 minutes from Gillette Stadium/World Cup via an easy highway drive and in Hopkinton, the start of the Boston Marathon. It’s ideal for event travelers, runners, and families. Entry is through the main level and down one flight of stairs. Dog-friendly home.

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

The Outlaw's In-Law
Simple and cozy - a one-bed, walk-out basement in-law in an executive home on 10 acres of wildlife-filled wetlands. Private, off-street parking and very convenient access to major highways, shopping, eating, and entertainment, whether you're visiting for business or pleasure! Perfect if you're in town for the big game (25 mins to Gillette), a concert (30 mins to Xfinity/Great Woods), a ball game (15 mins to the train to Fenway), a quick road-trip stopover, or even a remote work-week!

1790 Stone Manor Farm
This historic New England farm and home is on almost 7 acres of land with mature gardens and places to hike, it is a warm and inviting place to spend lovely summer days by the pool and enjoy warm nights by the fire in the fall and winter. Kitchen and bathrooms all renovated. Located centrally in Ma- 90/495 interchange. Located 45 minutes from Boston, beach, history, mountains, lakes, & NE sports. This home is in historic Hopkinton, where the Boston Marathon starts, center of MA.

39km to World Cup FIFA! Home Away from Home
Experience tranquillity in our recently RENOVATED oasis. A perfect place to rest while you are away with all the comforts of home. Enough room to sleep up to 6. Enjoy use of an expansive outdoor patio, outdoor grilling & a Private Roof Deck that’s perfect for relaxing while you visit the area. Plenty of free parking. Minutes from the train to Boston & Worcester. Located in scenic Southborough, immerse yourself in the surrounding green spaces. We don’t allow parties & no smoking.

Spacious 3BD Ranch With Fenced-In Yard
Enjoy 3 large bedrooms and 2.5 bathrooms in this modern single level ranch in a quiet neighborhood. A large fenced yard enables you to enjoy the wooded setting for a backyard BBQ or relaxing by the firepit. Enjoy a modern eat-in kitchen with a large island, quartz countertops with barstools, under-cabinet lighting. Large living room for your family as well as a semi-separated office space with desk. The primary bedroom has hard wood floors & an en-suite with rainfall shower.

Comfy Cute lovely 1 BR 1 bed APT w/Private Access.
Cozy and lovely 1 bedroom 1 bed apartment in Framingham with private access and parking. Everything nearby is perfect for solo adventures, couples, and business travelers, with groceries, restaurants, train stations, shopping centers, Natick Mall, and Framingham State University just minutes away. You can get around Boston and Providence with ease! Occupancy: Maximum 2 adults. Property type One-bedroom apartment or guest suite Property type: Entire house/apartment

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. NEW in 2022: Mini-split AC!

Comfortable apartment in Framingham
Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside
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Destinations to explore
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- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Boston College
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
- Prudential Center
- Museum of Fine Arts
- Roger Williams Park Zoo





