Best Vacation Homes in Boston
301.39 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Parking
- Air Conditioner
- Internet
US $120/Night
For 7 Nights US $842
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $299/Night
For 7 Nights US $2,096
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $190/Night
For 7 Nights US $1,330
4768.41 ft²
19 Guests
1 Bedroom
4 Bathrooms
Family Friendly
House
- Parking
- Air Conditioner
- Internet
US $315/Night
For 7 Nights US $2,205
2 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $166/Night
For 7 Nights US $1,161
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $279/Night
For 7 Nights US $1,954
615 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $203/Night
For 7 Nights US $1,422
8 Guests
2 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- Internet
- Child Friendly
US $284/Night
For 7 Nights US $1,987
Boston Luxury Rentals
14 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,170/Night
For 7 Nights US $8,190
3100 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,039/Night
For 7 Nights US $7,275
US $1,022/Night
For 7 Nights US $7,155
4765 ft²
14 Guests
7 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $952/Night
For 7 Nights US $6,664
15 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
US $604/Night
For 7 Nights US $4,229
1900 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $546/Night
For 7 Nights US $3,825
2200 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $519/Night
For 7 Nights US $3,632
2700 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $494/Night
For 7 Nights US $3,455
Boston Pet Friendly Vacation Rentals
252.95 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $206/Night
For 7 Nights US $1,440
900 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $235/Night
For 7 Nights US $1,643
1 Bathroom
Family Friendly
Hotel
- Pet Friendly
- Parking
- Air Conditioner
US $82/Night
For 7 Nights US $573
US $200/Night
For 7 Nights US $1,401
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $135/Night
For 7 Nights US $946
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $358/Night
For 7 Nights US $2,503
1300 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $322/Night
For 7 Nights US $2,253
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $119/Night
For 7 Nights US $834
Boston Large Vacation Homes
1496.18 ft²
8 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
US $298/Night
For 7 Nights US $2,088
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $345/Night
For 7 Nights US $2,412
191.06 ft²
12 Guests
83 Bedrooms
1 Bathroom
Free Cancellation
Cabin
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $148/Night
For 7 Nights US $1,036
1888 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $312/Night
For 7 Nights US $2,184
1400 ft²
9 Guests
5 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Skiing
- Fireplace/Heating
US $301/Night
For 7 Nights US $2,109
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $382/Night
For 7 Nights US $2,671
10 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
Other
- Fireplace/Heating
- Air Conditioner
- Internet
US $493/Night
For 7 Nights US $3,450
7 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Child Friendly
US $999/Night
For 7 Nights US $6,993
Why Choose Rent By Owner for your Boston Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Boston
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you can enjoy the vibrant atmosphere and unique experiences of this destination, whether you're exploring its bustling cityscape or tranquil neighborhoods.
Peak Season Highlights
Spring (March to May)
Visiting during this period allows you to enjoy the region's vibrant atmosphere with mild temperatures and blossoming scenery, ideal for exploring local attractions.
Average Temperature Daytime: 55°F to 70°F - Nighttime: 40°F to 55°F
Fall (September to November)
This is when the area experiences colorful foliage and pleasant weather, perfect for sightseeing and outdoor activities in your vacation rentals.
Average Temperature Daytime: 60°F to 75°F - Nighttime: 45°F to 60°F
Off-Season Highlights
Winter (December to February)
During winter, you can expect cooler temperatures and fewer tourists, providing a more relaxed experience while staying in your preferred accommodation.
Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
Summer (June to August)
While summer offers warmer weather, it’s also the peak tourist period; early or late in the season may offer better deals and less crowding in your stay here.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Weekly Weather Forecast for Boston
How to Book Your Boston Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Boston
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or garden space to relax and unwind during your stay.
- Take advantage of communal outdoor areas such as courtyards or lawns for social gatherings.
- Benefit from access to nearby parks or green spaces ideal for outdoor activities and picnics.
- Make use of outdoor seating and dining options to enjoy meals al fresco with views of the city skyline.
- Experience scenic walking or biking paths close to your rental, perfect for exploring the area’s urban landscape.
- Utilize outdoor grills or barbecue facilities available at some properties for a convenient cooking experience.
- Relax in shared rooftop decks or terraces that offer panoramic vistas of the city, perfect for evening relaxation.
Top Attractions Around Boston
What attractions are nearby?
While staying in this vibrant area, you'll find a variety of nearby activities to enjoy, from exploring cultural landmarks to discovering local dining and entertainment options in the heart of Boston or New York City.
Family Activities
- Boston Children's Museum: Engage your family with interactive exhibits and hands-on activities that bring learning to life in this iconic museum.
- New York Aquarium: Discover marine life through entertaining exhibits and shows, offering an exciting day for all ages near the waterfront.
- Freedom Trail: Explore the historic path that weaves through the city, providing a family-friendly way to learn about the area's rich history.
- Central Park: Enjoy outdoor adventures in the heart of the city, from playgrounds and picnicking to boat rentals on the lake and open spaces for fun.
Adult Activities
- Cultural Exploration at the Museum of Fine Arts: Discover world-renowned art collections that showcase the region's rich artistic heritage, perfect for immersing yourself in local culture.
- Walking Tours of Historic Neighborhoods: Stroll through iconic districts to experience the area's historic architecture and vibrant community atmosphere firsthand.
- Dining Experiences in Local Restaurants: Savor authentic regional cuisine by exploring the diverse dining options available around town, ideal for food enthusiasts.
- Visiting Art Galleries and Exhibitions: Attend contemporary art shows and curated exhibits that highlight the area's creative scene, offering inspiring moments during your stay.
Boston Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Neighborhoods: Take time to wander through distinct districts to discover authentic dining, shopping, and cultural experiences unique to the area.
- Plan Ahead for Popular Attractions: Booking tickets or reservations in advance ensures seamless access to renowned sites and avoids unnecessary waiting during your stay.
- Utilize Public Transportation: Leverage local transit options to conveniently navigate the region and experience its vibrant urban life without the hassle of parking.
- Mix Indoor and Outdoor Activities: Balance your itinerary with a combination of indoor cultural spots and outdoor attractions to maximize enjoyment regardless of weather conditions.
Transportation Options
- Subway/Metro System: You can conveniently navigate the region using the extensive subway system that connects key neighborhoods and attractions.
- Buses: Public buses offer a flexible option for exploring the area, especially for destinations not directly served by rail.
- Commuter Rail: Regional commuter trains provide efficient transportation for longer trips between the city and surrounding suburbs.
- Taxi & Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for quick, personalized travel around this destination.
Local Customs Options
- Liberty Bell and Historical Celebrations: When visiting, you’ll notice a strong tradition of celebrating independence with historic sites and commemorative events that reflect the region's rich history.
- Sports Fandom and Local Pride: Enthusiasm for local sports teams runs deep, often displayed through spirited game-day gatherings and wearing team apparel around the area.
- Cleanliness and Street Etiquette: Maintaining cleanliness and adhering to respectful street manners are valued customs that shape daily interactions within the community.
- Seasonal Festivals and Parades: Participating in or observing seasonal festivals and parades offers a glimpse into the area's vibrant cultural traditions celebrated throughout the year.
Boston Vacation Rental Frequently Asked Questions
1. 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:
- Beautiful new Lake Erie- view rental
- Don’t miss out on the opportunity to stay in the 12thManMisfitzManor
- Clarksburg Cottage, your tranquil home in the perfect get-away location!
- Walkable - Village of East Aurora Craftsman Quaint Gardens
- Hamburg Home in Heart of Village
- The Nora House @ Footprint Farm
- Delightful Downtown Retreat
- The Persons Apartment - in the Heart of East Aurora
- 21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.
- Comfy cozy studio suite in charming Orchard Park
2. How many vacation rentals have private pools in Boston?
There are 2 vacation rentals with private pools near Boston. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Boston?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 156 in the Boston area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Boston.
5. What is the cancellation policy for vacation rentals in Boston or New York?
Cancellation policies vary depending on the individual listing. You should review the specific terms outlined in the booking details or contact the property owner directly to understand the flexibility and any potential fees involved.
6. How do I confirm the availability of vacation rentals in this region?
Availability is updated regularly on the listing page. To ensure your dates are open, check the calendar online and consider reaching out to the host for confirmation if needed, especially during peak travel seasons.
7. Are there any additional fees or taxes for booking in Boston or New York?
Additional fees such as cleaning, service charges, or local taxes may apply and are typically detailed in the listing. It's recommended to review these charges before completing your reservation or contact the host for clarification.
8. What amenities are included in vacation rentals here?
Amenities vary by property but generally include essentials like Wi-Fi, kitchen facilities, and linens. For specific features, please read the detailed listing description or ask the owner directly to ensure it meets your needs.
9. How do I get assistance if I encounter issues during my stay?
Support is available through the booking platform’s customer service team or directly via the property owner. You can find contact information on your booking confirmation or the listing page to resolve any concerns promptly.
Boston Top Rated Vacation Rentals
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $325/Night
For 7 Nights US $2,278
US $148/Night
For 7 Nights US $1,038
US $114/Night
For 7 Nights US $799
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $132/Night
For 7 Nights US $924
722.72 ft²
7 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Pool
- Breakfast
US $370/Night
For 7 Nights US $2,588
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $108/Night
For 7 Nights US $759
US $73/Night
For 7 Nights US $510
US $81/Night
For 7 Nights US $567
