Montgomery Cottages - Vacation Rentals in Boston
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Luxury Places to Stay in Boston
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Top-Rated Vacation Rentals with a Pool in Boston
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Pet-Friendly Vacation Rentals in Boston
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Large Vacation Homes & Villas in Boston
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Wheelchair Accessible Vacation Homes in Boston
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Boston Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Boston
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About Boston Vacation Rentals
With more than 8070 Boston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Boston.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Boston, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Boston. Places to stay near Boston are 646.65 ft² on average, with prices averaging US $464 a night.
Montgomerycottages makes it easy and safe to find and compare vacation rentals in Boston with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Boston
| Type | Count |
|---|---|
| Holiday Apartments | 4808 |
| Vacation Homes | 1751 |
| Hotels | 954 |
| B&B | 60 |
| Cottages | 31 |
| Villas | 13 |
| Hostels | 10 |
| Resorts | 4 |
| Others | 3 |
| Cabin Rentals | 2 |
Use these Quick Filters to Find a Vacation Rental in Boston
★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Boston.
Weather in Boston
View the weather forecast for Boston before booking your Boston Vacation Rentals to confirm your best time to go.
Top Attractions Around Boston, MA
Montgomerycottages offers a large selection of top attractions around Boston. Research things to do on your vacation before you visit Boston.
Other Places to Stay Near Boston, MA
Complexes around Boston, MA
Boston Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Boston?
There are a lot of options in Boston. If you plan on staying in the Boston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Boston:
- Near Boston Historic two-bedroom with Modern Amenities
- Leslie's Retreat: Spacious home ideally located to everything
- 5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
- Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
- Modern Condo in Historic Marblehead, Walk everywhere, Parking, A/C, Deck & Grill
- "Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
- Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
- Boston-Modern Spacious Family Friendly Apartment w/Parking
- Rent entire exquisite former Inn & former Bed & Breakfast with 5 Beds & 6 Baths
- Scituate - Sand Hills Beachfront Property
How many vacation rentals have private pools in Boston?
There are 155 vacation rentals with private pools near Boston. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Boston are best for families?
If you are looking for a family-friendly vacation home in Boston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Boston:
How many vacation rentals are available in Boston?
Currently, the total number of properties listed in 2026 is over 8070 in the Boston area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Boston.
