
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.

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

“Very Modern Apartment” Dedicated Driveway Parking
Whether you are just getting away for the weekend or looking for an extended stay, we are committed to creating a comfortable experience. Professionally cleaned & sanitized Great customer service High quality linens and towels. Very spacious 1100 sq ft 2 bedrooms and 1 bath unit with high ceiling. Each bedroom features a queen bed with foldable twin beds. Fully stocked with everything you might need for longer comfortable stay. Located in a very nice residential area.Dedicated driveway parking

Quincy Beach Home Next to Boston & T, Free Parking
Enjoy a comfortable stay in this beautiful, newly renovated 3 bedroom apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1000 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, 3 new queen mem foam beds, 55" TV, new sofa, work & dining areas, new bathroom, walk-in closet, and free off-street parking.

Flower Farm Getaway 2BR, 20 Min To Boston
Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Spacious/Modern Home in Greater Boston - 6 Beds
Modern, spacious, and multi family friendly homes in lovely North Quincy neighborhood of historic Quincy. Thoughtfully designed with large family room, 55 inch TV, Large parking lot, and porch. Comfortably sleeps at least 8! 10 Minute walk to Red Line Subway , only a 20 minute ride to downtown Boston! Easy access to South Station, Logan Airport, North End, Faneuil Hall, Government Center, Boston Common, Harvard Square, Back Bay, Fenway Park, and Beacon Hill.

Warm Family Getaway|Minutes to Blue Hills Ski 14/1
🔥 SPECIAL OFFER: SAVE UP TO 30% ON SELECTED STAYS! Escape to a peaceful winter retreat in Milton, just minutes from Boston and only 5 minutes to Blue Hills Ski Area — perfect for skiing, snowboarding, and snowy nature walks. • Blue Hills Reservation – 5 min (skiing, snowboarding, scenic winter trails) • Milton Village – 7 min (cafés & restaurants for a warm meal) • Quincy Center – 17 min • Downtown Boston – 18 min (easy access by car, bus & subway)

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

Private Scituate Getaway - walk to harbor
Delightful studio apartment with private entrance off historic First Parish Road. Located a mile from Scituate Harbor, beaches, restaurants, golf course, movie theater, shops, and Greenbush train into Boston. Space includes comfortable queen-sized bed, full bathroom, sofa, cable TV and wifi. Additional amenities include ceiling fan, air-conditioning, mini-fridge, Keurig, and microwave.

Newly Renovated Ocean View 2 Bdrm Apt
Come relax in a newly renovated apartment with ocean view that sleeps up to 4 people (2 separate bedrooms & sofa bed in living room) w/ new kitchen & bathroom w/ top line appliances and walking distance to beach. TVs in every room will keep your friends / kids entertained and desk (w/ standing option) is ready if the office calls.

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.
Popular amenities for Milton holiday rentals
Other great holiday rentals in Milton

Modern 2BR | Rare 4-Car Parkings | Red Line Access

Sparkling new guesthouse 5 min from downtown

Private Harbor Hideaway -walk Scituate to harbor!

Waterfront Escape - Close to Airport & Downtown

The Cottage Suite

The Enchanted Red Doors

Relaxing Beachfront Cottage, 20min Ferry to Boston

Quiet Boston Retreat Private Entrance + Parking
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹10,775 | ₹10,591 | ₹11,512 | ₹12,801 | ₹12,801 | ₹13,814 | ₹13,538 | ₹13,998 | ₹13,170 | ₹13,814 | ₹13,170 | ₹12,249 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Milton?
Milton has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Milton?
Experience the best of Milton with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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.
Where should I stay in Milton?
Make yourself at home in Milton by choosing from our most frequently booked neighborhoods. We have over 310 vacation rentals in Stony Brook - Cleary Square, over 2,650 vacation rentals in Montclair, and over 310 vacation rentals in Hyde Park.
Do house rentals in Milton have air conditioning?
Absolutely! We offer over 60 house rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Milton have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milton have wifi?
Absolutely! We offer over 60 house rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Milton have free parking?
Absolutely! We offer over 50 apartment rentals with free parking in Milton. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Milton?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with free parking, over 60 homes with a kitchen, over 60 homes with wifi, over 60 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Milton

Total holiday rentals
Explore 160 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at ₹2,763 per night before taxes and fees

Verified guest reviews
Over 5,130 verified reviews to help you choose

Family-friendly holiday rentals
90 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
160 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
Destinations to explore
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston Seaport
- Boston University
- East Sandwich Beach
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Duxbury Beach
- Museum of Fine Arts
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Roger Williams Park Zoo




