Holiday rentals in Hopedale

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.

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

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 min. from Gillette Stadium/World Cup via an easy highway drive, and in Hopkinton, the start of the Boston Marathon. It’s ideal for event visitors, runners, and families. Please note: we have a (ridiculously friendly) non shedding, labradoodle on property.

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.

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and offers a haven of peace and tranquillity after a busy day of exploring New England. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

Luxury Retreat | Theater | Game Room | Garden Spa

More than a luxury home, this is a collection of unforgettable experiences. Wander through your private garden sanctuary, relax in the glass conservatory surrounded by nature, curl up in the custom-built library with over 1,000 books, unwind in the spa-inspired primary suite with its private jacuzzi, or gather for movie nights on the 100-inch projector, pool, and pinball. Designed for families, friends, executive retreats, celebrations, and memorable getaways, every space inspires connection.

Cozy Historic 2 Bedroom Home (Sleeps 5)

Bright and comfortable apartment with easy access to Boston, Worcester and Foxboro’s Gillette Stadium. This home has been in my family for four generations. The space has plenty of natural light and easy, no-stairs access. Includes two bedrooms, full kitchen, and a comfortable living area with a sleeper sofa. Perfect for guests looking for a convenient stay during June events or travel. Upstairs apartment available for larger parties as well. . Private entrance, WiFi, and parking included

Studio W/ King Bed, Full Kitchen, & Peaceful Deck

This cozy studio sits above a detached garage on a quiet dead-end street, surrounded by trees and next to a walking trail, with downtown just a short walk away. Centrally located with quick access to I-495, it’s an easy home base for day trips to Boston and other New England destinations. Gillette Stadium and Xfinity Center are about 30 minutes away. Enjoy a king bed, full kitchen, and a really nice deck perched up high. Note: stairs required; may not suit guests with mobility concerns.

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

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!

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.