Holiday rentals in Milford

4.99 out of 5 average rating, 350 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, 244 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

4.87 out of 5 average rating, 243 reviews

Home in North End

<Modern Cabin in the City> By D&D Vacation Rental

this unique/modern/peaceful/ well located, and tranquil getaway is the right one for you and your family. this is a cozy Cabin in the heart of providence R.I close to all mayor high ways, restaurants, hospitals, coffee shops, pharmacy, supermarkets, gas stations, police station, fire fighter ect. Just 10mins away from Downtown Providence 🙂 Lincoln woods state park = 16mns away "NOT SUITABLE FOR KIDS UNDER 15" Free Parking for only one car Extra parking fee of $30 for the entire stay

4.97 out of 5 average rating, 260 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.

4.97 out of 5 average rating, 191 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, 164 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!

4.98 out of 5 average rating, 141 reviews

Home in Scituate

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. Pool has surcharge $20 if weather is good during your stay.

Campervan/Motorhome in Millville

4.91 out of 5 average rating, 228 reviews

Vintage Americana style camping - 1950 Spartanette

If you enjoy CAMPING, you will love sleeping in a vintage camper! It's springtime, the birds are singing and the peepers are peeping. Come cozy up at the fire pit to a warm campfire and roast marshmallows. We provide plenty of firewood to build a nice campfire. The camper is safely located on our property and has beautiful views of the woods. Plenty of fresh drinking water is provided. Queen bed. NO SHOWER or Running water. Portable toilet. Heat. Grill. WIFI spotty while in the camper.

5 out of 5 average rating, 236 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, 265 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 house in Framingham

4.97 out of 5 average rating, 281 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 Milford

4.71 out of 5 average rating, 342 reviews

Flat in Milford

Two-Bedroom Apartment

MatthewRating, 5 stars5 months ago

Charming old home with all the necessities. Loved everything from the squeaky floors, to the pull chain lights. An amazing library of books, too. A bit noisy outside with city traffic but if you’re used to that then you should be fine. Would definitely stay again.

4.89 out of 5 average rating, 18 reviews

Flat in Cumberland

In-law suite.

Mohit YogeshRating, 5 stars1 week ago

The place was easy to find, clean, and Luis had left clear instructions for check in and check out. Would definitely stay again if I am in the area.

5 out of 5 average rating, 24 reviews

Home in Bellingham

Peaceful lakeside retreat

JasminRating, 5 stars3 days ago

I booked the lakehouse for 4 nights to celebrate our daughter’s birthday. It was the perfect and relaxing celebration which was what we needed. The lakehouse was so beautiful, so quiet, peaceful, cozy and so relaxing. We just felt right at home. The instant we walked in and saw the view of the lake from the kitchen and living room we felt so relaxed right away. The home had everything you needed and was great place to unwind and relax. It was so clean, pristine and had all the necessities you needed. The home was decorated nicely showing their travels which we loved. The beds were so cozy, nice and comfortable, it felt like it hugged you. They had an office room that had a bed which was perfect for me to work from. We loved the lakehouse so much that we were sad to leave. But we will definitely be back. Haley was great, no wonder she is a superhost. She was so accommodating, responsive and so friendly. Thank you Haley for a great stay. We can’t wait to come back again.

4.64 out of 5 average rating, 11 reviews

Flat in Ashland

Studio in Ashland Massachussets

JosephRating, 5 stars4 weeks 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, 63 reviews

Guest suite in Hopedale

Cozy & private in-law suite

TylerRating, 5 stars1 week ago

Tim’s place had everything I needed for a stopover during my weeklong trip on the East Coast Greenway! It was very easy to find and nice and clean. If I’m in the area again, I would definitely come back!

Guest suite in Framingham

4.84 out of 5 average rating, 74 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Hiroki And MinoriRating, 5 stars2 months ago

The room is cozy and private, host is very kind and responded my questions quickly!

4.95 out of 5 average rating, 22 reviews

Flat in Grafton

Charming and spacious 3br/2ba apartment, WiFi

CarolRating, 5 stars2 weeks ago

We had a fabulous stay. We had a family of 5 and each bedroom had very comfortable beds. The location was close to the wedding venue we attended. The amount of parking was perfect for our vehicles. If we are ever in the area again we would not hesitate to book again!