Holiday rentals in Hopkinton

4.87 out of 5 average rating, 167 reviews

Home in Southborough

Luxury Living at its Best in X-Large 8 Beds Estate

The talk & admiration of the neighborhood. Airbnb Guests’ Favorite with over 130+ 5 Star Reviews. When you book, we aim to deliver everything that is described in order to earn the same 5 stars all around review from you. This large expansive 8 bedrooms, 4.5 baths estate home has had a complete renovation adding today’s high end touches, yet preserving old world charm. You will experience modern amenities, a massive kitchen & luxury living in a large open space. SORRY: We do not allow parties.

4.99 out of 5 average rating, 353 reviews

Guest suite in Uxbridge

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.

4.98 out of 5 average rating, 247 reviews

Home in Framingham

2BR—Lovely 1900s Home—1200sqft—25 Min to Boston

Welcome to our Charming 1900s House! 1200sqft 2nd/Top Floor Private Apartment @ our 3-Rental Property **Children 10+ Welcome** Granite Kitchen w/ Dishwasher - Fully Equipped w/ Essentials & Cookware Tiled Bathroom w/ Bathtub & Shower 2 Queen Bedrooms 2 Desks & Chairs Reclining Sofa & Glider Loveseat Laundry Room (Basement) Patio & Grill Driveway Parking—2 Spaces Private Entrance 25 Min Drive to Boston 15 Min Walk to Train 5 Min Walk to Jack's Abby 3 Min Walk to Park Deep Cleaned & Sanitized

4.97 out of 5 average rating, 263 reviews

Guest suite in Dover

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.

4.95 out of 5 average rating, 155 reviews

Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 2 futons and a mattress. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

4.97 out of 5 average rating, 192 reviews

Guest suite in Uxbridge

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.

4.89 out of 5 average rating, 165 reviews

Guest suite in Franklin

Cozy, Cute & Charming In-Law Apt w/Private Access

Cozy, Cute & Charming In-Law Apt w/ Private Access & Parking in Franklin City Center. Everything is within walking distance. It’s perfect for couples, solo adventures and business travelers. Just minutes walk to Train Station, Shopping Centers, Restaurants, Museum, Theater House, Libraries, Dean College, Trail & Tracking. Few minutes drive to Gillette Stadium, Wrentham Outlets, Xfinity Center, Boston Marathon Starting Point. You can easily visit Boston, Providence, Newport & Worcester, too!

Place to stay in Sherborn

4.97 out of 5 average rating, 297 reviews

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!

5 out of 5 average rating, 241 reviews

Guest suite in Uxbridge

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.

4.96 out of 5 average rating, 269 reviews

Flat in Framingham

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

Guest suite in Marlborough

4.87 out of 5 average rating, 286 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

Guest house in Framingham

4.97 out of 5 average rating, 284 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

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Other great holiday rentals in Hopkinton

4.84 out of 5 average rating, 38 reviews

Flat in Shrewsbury

New listing renovated entire Studio

SilviaRating, 5 stars5 months ago

I had a great stay! The studio is cute, cozy, and easily accessible, with plenty of parking in the driveway. It's close to downtown Worcester and just an hour from Boston, making it super convenient. The host was attentive and very helpful throughout. Highly recommend!

4.64 out of 5 average rating, 11 reviews

Flat in Ashland

Studio in Ashland Massachussets

JosephRating, 5 stars1 month ago

this little studio was absolutely perfect. it have everything we needed & more. there was plenty of linens, pillows, and comfy sleeping quarters. I would stay there any time I was in town. Talita was responsive every time I sent a message. easy in & easy out. beautiful little place.

4.97 out of 5 average rating, 68 reviews

Guest suite in Hopedale

Cozy & private in-law suite

JulieRating, 5 stars1 week ago

The house was comfortable and had the necessary items we needed. The bathroom is not large, but we moved the multi-tiered wooden shelf from the entry into the bathroom and had all the room we needed for (my many) toiletries. The bed was very comfortable. I had my best night’s sleep in months! Tim was very responsive.

Guest house in Framingham

5 out of 5 average rating, 12 reviews

Enchanted Cottage on 5 Acres

CindyRating, 5 stars1 month ago

We have stayed here before and it’s always been wonderful! Truly is an enchanted cottage where you can watch the bunnies in the garden and be secluded from the hustle and bustle of Framingham even tho it’s right in town! Decorated comfortably with antiques and kitchen well stocked! Walkable or easy drive to amenities downtown. Close enough to travel to Brimfield Antique Markets. Barry is so friendly and will do whatever is needed for his guests to be happy and communicates readily! We love it!

Guest suite in Framingham

4.84 out of 5 average rating, 75 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

DavidRating, 5 stars5 days ago

Very gracious hostess. She communicated very well. Trouble free stay. Bring your own snacks if no vehicle. Would recommend

4.97 out of 5 average rating, 88 reviews

Home in Holliston

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

SusanRating, 5 stars1 week ago

We had a great stay in this beautiful retreat in the woods in beautiful Holliston. We were 4 adults and 1 teenager and there was plenty of space. The home was furnished with comfortable furniture, there was a lovely patio and lawn area with a very functional gas grill. All shops are nearby and we had a blast at a nearby pub filled with sports memorabilia (we were going to a Red Sox game). The home was spotless with anything you could possibly need-including a small cooler for a pic ice. Communicating was almost instantaneous with the hosts. We highly recommend this home for a stay.

4.78 out of 5 average rating, 18 reviews

Home in Framingham

Very nice home close to Boston

ViktorRating, 5 stars6 days ago

Host was quick to respond and made sure to clearly communicate at all times. Very friendly and checked in over the phone to make sure there were no problems, we had a great stay.