Vacation rentals in Milford

4.97 out of 5 average rating, 100 reviews

The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.

Home in Holliston

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.

The exterior of a charming wooden structure features light brown shingle siding and a welcoming entrance. Two windows flank a set of double black doors, accentuated by decorative lanterns. A stone pathway leads to the entrance, bordered by manicured greenery.

4.99 out of 5 average rating, 365 reviews

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.

4.97 out of 5 average rating, 284 reviews

A serene bedroom suite features a spacious bed with a light blue quilt, flanked by two windows allowing natural light. A cozy sitting area includes a comfortable couch with patterned pillows, and decorative rugs are placed on the hardwood floor, enhancing the inviting ambiance.

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.

4.98 out of 5 average rating, 172 reviews

A single-story farmhouse features a covered front porch adorned with hanging plants. A well-maintained lawn surrounds the home, complemented by landscaped bushes. An American flag is displayed, and tall trees line the background, providing a natural setting.

Guest suite in Thompson

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

4.91 out of 5 average rating, 235 reviews

A vintage aluminum camper is partially shaded by leafy green branches. It displays several windows and a streamlined exterior design. A chair is positioned nearby on the grass, providing a spot for relaxation in the serene outdoor setting.

Camper/RV in Millville

Vintage Americana style camping - 1950 Spartanette

If you enjoy CAMPING, you will love sleeping in a vintage camper! It's late summer, the evening air is crisp and the crickets are chirping. 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.

4.9 out of 5 average rating, 173 reviews

The exterior of the building features a unique blend of brick and siding, with a striking orange bottom section. Windows are placed symmetrically, allowing for natural light. A garage door is visible, along with a set of steps leading to the entrance, framed by a well-kept area.

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

A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.

4.97 out of 5 average rating, 310 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!

4.97 out of 5 average rating, 172 reviews

A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.

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.

4.94 out of 5 average rating, 104 reviews

A wooden dock extends into a calm lake, with the reflection of the colorful sunset visible on the water's surface. Lights are strung along the dock, and a chair is positioned on the left side, creating a serene lakeside atmosphere.

Cottage in Mendon

Lake Front with Hot Tub and New Fitness Studio

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!

A charming historical two-story house features a gray exterior with dark trim, complemented by vibrant flower beds in front. The main entrance showcases a bold red door, flanked by several windows that illuminate the inviting facade.

4.97 out of 5 average rating, 117 reviews

Privacy & Peacefulness @ Emerson Brook

A 2nd floor separate entrance and self-checkin / checkout make this your perfect getaway in Blackstone Valley (halfway between Worcester and Providence RI). A private deck and 400 sf of space - kitchen, bedroom, dining, living room and great work space - is all yours. The bathroom includes a clawfoot tub/shower. Expect a Keurig (with k-cups), great linens, wifi, cable and smart tv. Sit on your deck, grab a drink, relax and enjoy the sound and views of Emerson Brook Farm...

A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.

5 out of 5 average rating, 260 reviews

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.

Superhost

A spacious living area is characterized by exposed wooden beams and polished hardwood floors. Two cozy couches are placed around a low coffee table, accompanied by a decorative rug. Natural light streams in through large windows, and a tasteful staircase leads to the upper level.

Home in Holliston

4.82 out of 5 average rating, 160 reviews

Spacious, cozy and quiet Cabin style house!

Spacious, cabin style house. Perfect for large families or big groups. Exposed wooden beams and ceiling gives it a warm cozy cabin like feel. Big kitchen with lots of counter space. Stretch dining table that’s great for big dinners. 2 open concept loft style living room spaces. 3 bedrooms and 3 baths. Located in the suburbs right next to Pinecrest Golf Club. Great place to get away from the city. This is not a cabin, its a cabin style home. Mass Certificate Number: C0124661360

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Other great vacation rentals in Milford

4.89 out of 5 average rating, 27 reviews

A comfortable living area features a stone fireplace as a focal point, surrounded by built-in shelves displaying decorative items. A pair of dark leather recliners is positioned across from a wall-mounted television, with light wood flooring adding a serene touch.

Apartment in Cumberland

In-law suite.

Superhost

A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.

Guest suite in Framingham

4.83 out of 5 average rating, 83 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Superhost

Apartment in Framingham

5 out of 5 average rating, 3 reviews

Nice, Quiet Down town Studio 2B

5 out of 5 average rating, 29 reviews

The bedroom features a spacious bed with a light-colored quilt and a decorative pillow. Natural light filters through the white curtains. Bedside tables frame the bed, each with a lamp. An air conditioning unit is visible on the wall, and a closet is present in the corner.

Home in Framingham

1BR—Peaceful Guest House w/HotTub—20 Min to Boston

A red door framed by white trim is adorned with a seasonal wreath. Greenery is draped above and beside the entrance, enhancing the welcoming atmosphere. A decorative lantern is mounted next to the door, and a small potted plant sits on the stone step.

4.98 out of 5 average rating, 204 reviews

The 1780 Suite

4.94 out of 5 average rating, 103 reviews

A dining area features a multicolored plaid tablecloth draping over a rectangular table surrounded by modern chairs. A small basket rests on the table. A plush chair is positioned nearby, and large windows allow for ample natural light, enhancing the inviting atmosphere.

Loft in Medway

LA BOTTEGA

4.85 out of 5 average rating, 86 reviews

A red house with a spacious driveway is shown. A garage with multiple doors is visible on the left side. The front porch features white railings and steps leading up to the entrance. Surrounding trees display autumn colors, enhancing the natural setting.

Apartment in Sutton

Spacious, 1 bedroom, full kitchen and laundry.