Discover Your Perfect Aspinwall Hill Vacation Homes

Best Vacation Homes in Aspinwall Hill

Apartment
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $821/Night 7 Nights - US $5,749
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Apartment
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like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 1194.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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US $895/Night 7 Nights - US $6,265
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House
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $327/Night 7 Nights - US $2,291
New
House
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4 Bedrooms 2 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $1,437/Night 7 Nights - US $10,058
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1593.06 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $498/Night 7 Nights - US $3,486
New
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $1,153/Night 7 Nights - US $8,069
New
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $1,152/Night 7 Nights - US $8,065
New
Apartment
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1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $1,117/Night 7 Nights - US $7,819

Aspinwall Hill Luxury Rentals

Hotel
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1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
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US $9,605/Night 7 Nights - US $67,236
New
Hotel
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1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
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US $9,556/Night 7 Nights - US $66,890
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Apartment
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like-icon9.3
Exceptional
(22 Reviews)
14 Bedrooms 1 Bath 3 Guests 602.78 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $7,670/Night 7 Nights - US $53,690
New
Hotel
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1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
US $7,196/Night 7 Nights - US $50,370
House
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4 Bedrooms 4 Baths 8 Guests
  • Security/Safety
    Security/Safety
US $5,633/Night 7 Nights - US $39,428
House
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4 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Internet
    Internet
More amenities
US $4,479/Night 7 Nights - US $31,352
Apartment
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8 Bedrooms 9 Baths 24 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $4,098/Night 7 Nights - US $28,686
Apartment
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8 Bedrooms 9 Baths 24 Guests 12916.69 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $3,546/Night 7 Nights - US $24,822

Aspinwall Hill Pet Friendly Vacation Rentals

Apartment
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4 Bedrooms 2 Baths 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $647/Night 7 Nights - US $4,530
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 1001.04 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $360/Night 7 Nights - US $2,520
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Hotel
Map-icon
like-icon9.4
Exceptional
(113 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $423/Night 7 Nights - US $2,962
New
Apartment
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1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $442/Night 7 Nights - US $3,097
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 495.14 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $89/Night 7 Nights - US $623
Apartment
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2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $277/Night 7 Nights - US $1,940
Apartment
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 1 Bath 3 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $153/Night 7 Nights - US $1,072
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 7 Guests 1100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,131/Night 7 Nights - US $7,920

Aspinwall Hill Large Vacation Homes

Condo
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 4 Baths 10 Guests 1001 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $1,408/Night 7 Nights - US $9,853
New
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
12 Bedrooms 8 Baths 24 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $730/Night 7 Nights - US $5,110
Apartment
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like-icon8.0
Excellent
(2 Reviews)
5 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
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US $528/Night 7 Nights - US $3,698
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $1,429/Night 7 Nights - US $10,004
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House
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like-icon9.8
Exceptional
(21 Reviews)
5 Bedrooms 2 Baths 8 Guests 1700.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $843/Night 7 Nights - US $5,904
Apartment
Map-icon
like-icon9.4
Exceptional
(43 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $787/Night 7 Nights - US $5,511
Apartment
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4 Bedrooms 4 Baths 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $1,547/Night 7 Nights - US $10,829
House
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6 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $817/Night 7 Nights - US $5,716

Discover & compare premier experiences around Boston

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Aspinwall Hill Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Aspinwall Hill

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here allows you to experience the region’s unique charm at its best, making your stay in Aspinwall Hill even more memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the weather is warm and pleasant, making it ideal for exploring outdoor areas and enjoying the scenic beauty of the region.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F
autumn
Early Fall (September to October)

This period offers cooler temperatures and colorful foliage, providing a charming atmosphere for your stay in the area.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (January to February)

The quiet winter months bring lower prices and fewer crowds, perfect for those seeking a peaceful retreat and cozy accommodations.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Mid to Late Summer (July to August)

While summer is popular, mid to late season can offer slightly less busy times with warm weather, if you prefer a more relaxed experience.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F

Weekly Weather Forecast for Aspinwall Hill

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.

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 deck perfect for relaxing or entertaining after exploring the area.
  • Take advantage of beautifully maintained gardens that add charm and tranquility to your stay.
  • Benefit from a spacious backyard area ideal for outdoor activities or family gatherings.
  • Make use of outdoor dining setups, such as picnic tables or grills, for meals al fresco.
  • Relax in a shaded seating area designed for enjoying the region’s pleasant weather.
  • Access scenic walking paths or nearby parks to explore the natural beauty of this destination.
  • Utilize convenient parking spaces or driveways to easily come and go during your visit here.
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Family Activities

  • Explore Olmsted Park: Enjoy a family picnic or leisurely walk in the lush greenery of this historic park, offering a peaceful retreat right in the heart of the region.
  • Visit the Boston University Campus: Take a family stroll through this vibrant campus, where you can appreciate beautiful architecture and participate in engaging outdoor activities.
  • Discover the Boston Children's Museum Nearby: Experience interactive exhibits and hands-on fun that captivate children and make for an educational day out close to your vacation rental.
  • Enjoy the Local Dining Scene: Savor family-friendly cuisine at neighborhood cafes and eateries, providing convenient options for meals during your stay here.
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Adult Activities

  • Visit the Emerald Necklace Conservancy: Explore lush parklands and tranquil walking paths that offer a perfect retreat within the city, ideal for leisurely strolls and outdoor relaxation.
  • Enjoy the Boston University Campus Tours: Discover the historic and vibrant campus nearby, offering insights into local history and architecture through guided or self-directed visits.
  • Discover the Brookline Booksmith: Spend time browsing this beloved independent bookstore that features a wide selection of books, making it a must-visit for literature enthusiasts staying here.
  • Experience Local Dining Options: Taste diverse cuisines at renowned restaurants in the area, perfect for experiencing authentic flavors in a cozy neighborhood setting.

Aspinwall Hill Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Markets: Take advantage of nearby cafes and farmers markets to enjoy authentic regional flavors and fresh produce right in the area.
  • Plan Nature Walks and Outdoor Activities: Use the region's scenic parks and walking trails to experience the natural beauty that surrounds your vacation rental here.
  • Visit Cultural and Historic Spots: Discover the area's rich history and vibrant arts scene by visiting local museums and historic landmarks close to your stay.
  • Utilize Public Transit Options: Maximize your time by taking advantage of the region's accessible public transportation to conveniently explore all that this destination has to offer.

Transportation Options

  • Public Transit (MBTA): The Massachusetts Bay Transportation Authority provides convenient bus and subway services connecting Aspinwall Hill to Boston and surrounding neighborhoods, making it easy to explore the region without a personal vehicle.
  • Comprehensive Ride-Sharing Services: Popular ride-sharing options like Uber and Lyft operate in the area, offering flexible and reliable transportation for your visits within Brookline and nearby areas.
  • Local Taxis and Car Services: Professionally operated taxi services are readily available, providing direct and efficient transportation for those who prefer a traditional approach in this destination.
  • Bike Rentals and Cycling Routes: The region offers accessible bike rental facilities and scenic cycling paths, allowing you to explore Aspinwall Hill and its surroundings at your own pace.

Local Customs Options

  • Respect for Local History: When visiting here, you’ll find that residents and visitors alike often honor the area's historical significance through mindful preservation and appreciation of its past.
  • Community Engagement: Engaging with neighbors in this region is valued, with local customs encouraging friendly interactions and participation in neighborhood events.
  • Environmental Consciousness: Sustainable practices are common, reflecting a community that prioritizes eco-friendly behavior, especially around parks and green spaces.
  • Celebration of Cultural Diversity: The area embraces a variety of cultural traditions, making it a welcoming destination for exploring diverse customs and festivities during your stay.

Aspinwall Hill Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Aspinwall Hill?

There are 16 vacation rentals with private pools near Aspinwall Hill. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Aspinwall Hill are best for families?

If you are looking for a family-friendly vacation home in Aspinwall Hill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Aspinwall Hill:

4. How many Rentbyowner vacation rentals are available in Aspinwall Hill?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 2175 in the Aspinwall Hill 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 Aspinwall Hill. 

5. What is the cancellation policy for vacation rentals in Aspinwall Hill?

Cancellation policies vary depending on the specific property you select. It’s recommended to review the property's cancellation terms listed online or contact the host directly for detailed information before confirming your booking.

6. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning charges, service fees, or taxes may apply and are typically included in the total cost estimate during the booking process. Always check the listing details for a clear breakdown of all applicable charges.

7. How do I ensure my reservation is secure when booking in this area?

Reservations are secured through a trusted platform that offers secure payment options. Confirm your booking only through verified listings and communicate directly with hosts if you have any concerns about security.

8. What amenities are usually included with vacation rentals in this destination?

Most properties offer essential amenities like Wi-Fi, fully equipped kitchens, and parking. For specific amenities, please refer to the individual listing details or contact the host directly to ensure your needs are met.

9. What should I know about checking in and out of vacation rentals in the region?

Check-in and check-out procedures are specified by each host and can vary between properties. Details are provided in the listing or upon confirmation. Contact the host in advance if you require special arrangements or additional information.

Aspinwall Hill Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 3 Baths 8 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $841/Night 7 Nights - US $5,889
Hotel
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $948/Night 7 Nights - US $6,635
Hotel
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $466/Night 7 Nights - US $3,261
Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,786/Night 7 Nights - US $12,504
Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,407/Night 7 Nights - US $9,847
Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $941/Night 7 Nights - US $6,586
Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Baths
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $776/Night 7 Nights - US $5,429
Hotel
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $470/Night 7 Nights - US $3,293