Holiday rentals in Milton

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Top-rated holiday rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The living area features a light-colored sofa positioned around a circular coffee table. Natural light filters through bright, orange curtains, enhancing the warm ambiance. A decorative area rug adds texture to the hardwood floor, while a subtle wall art piece complements the room's design.
Flat in Milton
4.91 out of 5 average rating, 91 reviews

Milton Retreat: 10 Min to Boston, Near Amenities

Welcome to our delightful 2-bedroom apartment in Milton, perfect for your stay! Our home features two comfortable queen beds and a fully equipped kitchenware.Situated on the first floor in a quiet area, the apartment offers easy access to North Quincy Station (5-minute drive), downtown Boston, and Logan Airport (15-minute drive). Wollaston Beach is just 7 minutes away. Nearby amenities include grocery stores, restaurants, a pharmacy, and a nail salon. Book your stay with us for a cozy apartment.

Top guest favourite
A spacious master bedroom is depicted, featuring a large bed with crisp white linens. Rich, dark curtains frame tall windows, complementing the soft pink walls. A modern television is mounted on the wall, and mirrored doors reflect the inviting decor, enhancing the room's brightness.
Guest suite in Ashmont
4.96 out of 5 average rating, 267 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

Top guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Ashmont
4.96 out of 5 average rating, 144 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand spanking new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

Top guest favourite
Guest suite in Milton
5 out of 5 average rating, 19 reviews

Treetop Hideaway Close to Boston/ 2 bedrooms

Escape to our serene 3rd floor private suite & living room in quiet Milton neighborhood with beautiful gardens, 9 miles to Boston, close to public transit. This beautifully furnished retreat offers comfortable short/mid-term stay. Spacious master bedroom, king-size bed, built-in closets. 2nd bedroom for extra guests, Living area with electric fireplace, kitchenette & coffee maker. Luxury bathroom with 2 sinks - Washer & dryer in unit - WiFi. - Pets Welcome - Hosting World Cup Soccer 2026

Superhost
A full kitchen is featured, showcasing a large granite counter with seating and a blend of modern appliances, including a gas stove and refrigerator. Exposed brick walls add texture, while natural light enters through windows, creating a bright and functional space.
Flat in Roxbury
4.79 out of 5 average rating, 182 reviews

A King Bed | Apartment | Middle of Boston

Located in the geographical middle of Boston you can get to anywhere in the city within 20 minutes including Harvard/MIT, Downtown, Fenway, Hynes Convention Center, Seaport and more. This pseudo apartment on the first floor is separate from the rest of the house and has its own private entrance, a private bathroom and a dedicated off street parking spot. The full kitchen with oversized counter is great for eating; comfy living room for relaxing and an office nook for working.

Guest favourite
A light-filled living area features a white sofa adorned with plush cushions, accompanied by two rattan chairs. A round coffee table is positioned centrally on a soft rug, with a small potted plant placed atop it. Natural light streams in through a nearby window.
Flat in Roxbury
4.96 out of 5 average rating, 116 reviews

Newly Renovated + Spacious Apt w/ Parking

Our newly renovated space in Roxbury offers comfort and style. Creature comforts and amenities are plentiful in this spacious, bright apartment. You'll love sleeping on the luxury organic latex mattresses and enjoy the spacious interiors and modern, well-appointed kitchen. Cozy up in front of the big screens and stream your favorite movie or the next big game. Conveniently located to public transportation and easy access to all Boston offers - the ideal getaway!

Top guest favourite
Flat in Everett
5 out of 5 average rating, 7 reviews

Sterling 1BR at Everett | Pool & Gym

Enjoy contemporary comfort in this bright and inviting 1BR/1BA apartment in Everett. The home features a modern kitchen with stainless steel appliances, convenient in-unit laundry, and a naturally lit living space designed for relaxation. Make the most of the community’s outdoor courtyard pool, 24/7 fitness center, and cozy lounge areas with fire pits. Located minutes from Encore, Assembly Row, and key highways, it offers easy access to all of Greater Boston.

Guest favourite
Home in Milton
4.78 out of 5 average rating, 9 reviews

Milton Villa | Spacious, Yard & 2 Living Rooms

Spacious Milton villa with big yard, 2 living rooms, king & queen bedrooms, and pet-friendly comfort just minutes from Boston. The first floor (1,800+ sq ft) includes a full kitchen, dining area, bathroom with washer/dryer, and a large deck. Safe, quiet neighborhood with parking for 4 cars. Walk to Blue Hills trails, near top private schools, and quick access to Boston, Cambridge, and Quincy. Perfect for families, business travelers, and longer stays.

Guest favourite
Flat in Neponset
5 out of 5 average rating, 11 reviews

Welcome to Your Luxurious Urban Haven!

Modern 2BR/2BA home for families, groups, or business travelers: • 2 bedrooms with queen beds • King leather sofa bed in living room serves as master sleeping area • 2 bathrooms with rainfall showers • Full kitchen, open living/dining, smart TVs, fast Wi-Fi • In-unit washer/dryer, central A/C & heat • Private and on-street parking • Quiet neighborhood near shops, parks, transit & Boston attractions.

Guest favourite
Home in Quincy
4.85 out of 5 average rating, 79 reviews

Stylish Retreat in Historic Quincy | Pet Friendly

Nestled in Historic Quincy, just 15 minutes from downtown Boston, our renovated 2-bedroom, 2-bathroom home offers comfort and convenience for business or leisure travelers. The spacious, partially fenced backyard is perfect for pets, while free parking ensures a hassle-free stay. Whether for work or a holiday, your family will feel at home in this pet-friendly retreat.

Top guest favourite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Apartment in Jamaica Plain
4.89 out of 5 average rating, 575 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Guest favourite
Apartment in Norwood
4.8 out of 5 average rating, 104 reviews

The Plant Haus

A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!

Popular amenities for Milton holiday rentals

When is the best time to visit Milton?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Milton?

    Yes! Work meets play with ease at over 90 vacation rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Milton have free parking?

    Absolutely! We offer over 40 apartment rentals with free parking in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Milton?

    Make yourself at home in Milton by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Hyde Park, over 290 vacation rentals in Stony Brook - Cleary Square, and over 2,530 vacation rentals in Montclair.

  • Are there family-friendly vacation rentals in Milton?

    Milton has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do hotel rentals in Milton have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Milton?

    Four-legged friends are welcome in Milton. Choose from more than 50 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Apartment Rentals in Milton?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with free parking, over 60 homes with a kitchen, over 60 homes with air conditioning, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in hotel rentals in Milton?

    Experience the best of Milton with our hotel rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Milton have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Milton have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Milton

  • Total holiday rentals

    Explore 150 holiday rentals in Milton

  • Nightly prices starting at

    Milton holiday rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 4,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    150 of Milton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Milton rentals

  • 4.7 Average rating

    Milton stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Milton’s top spots include Milton Station, Central Avenue Station and Butler Station

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