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Cheltenham Luxury Rentals

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Cheltenham Pet Friendly Vacation Rentals

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8.4 (9 Reviews)
Apartment
Renovated 2br In Germantown
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
View Availability
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Cheltenham Large Vacation Homes

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Why Choose Rent By Owner for your Cheltenham 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.

Popular Areas for Cheltenham Vacation Rentals

Where are the best neighborhoods to stay in Cheltenham?

When choosing the perfect neighborhood to stay in Cheltenham, Pennsylvania, you’ll find a variety of options that suit different preferences and lifestyles. Whether you prefer a peaceful residential area or a lively community with local amenities, the neighborhoods here offer convenient access to Philadelphia and surrounding attractions. By selecting a vacation rental in Cheltenham, Pennsylvania, you can enjoy a comfortable and reliable stay, with easy connectivity and charming surroundings that make your visit memorable. Explore the diverse neighborhoods to discover the ideal setting for your trip, ensuring a seamless and enjoyable experience during your time in this vibrant region.

North Philadelphia

This vibrant area offers a diverse atmosphere and convenient access to the city's cultural attractions, making it an ideal choice for travelers seeking an authentic Philadelphia experience. Staying nearby provides easy connectivity to major city highlights while enjoying the local neighborhood's lively charm.

View 1079+ Rentals in North Philadelphia

Elkins Park

Known for its welcoming community and historic ambiance, this neighborhood offers a peaceful retreat with lush landscapes and easy access to Cheltenham’s amenities. It's perfect for visitors looking to enjoy a tranquil stay within close reach of regional attractions and outdoor spaces.

View 94+ Rentals in Elkins Park

Oak Lane - East Oak Lane

Offering a mix of residential comfort and accessibility, this area is well-suited for travelers seeking a relaxed environment within reach of city conveniences. It provides a quiet setting that complements your exploration of the broader region’s cultural and recreational opportunities.

View 170+ Rentals in Oak Lane - East Oak Lane

Olney-Oak Lane

This neighborhood blends urban accessibility with a friendly community vibe, making it a practical base for discovering the area’s local offerings. Staying here allows you to enjoy the balance of convenient city access and a comfortable, neighborhood-focused atmosphere.

View 307+ Rentals in Olney-Oak Lane

Best Times to Visit Cheltenham

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit can enhance your experience here, allowing you to enjoy the region's unique atmosphere and amenities at their best.

Peak Season Highlights

spring
Spring (March to May)

During this peak season, the region comes alive with blooming gardens and pleasant weather, making it ideal for exploring and enjoying outdoor activities.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 40°F to 55°F
autumn
Fall (September to November)

Autumn attracts visitors with its vibrant foliage and comfortable temperatures, perfect for sightseeing and outdoor pursuits.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 50°F

Off-Season Highlights

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Summer (June to August)

The summer months see fewer visitors, offering a more relaxed experience while temperatures remain warm and inviting for daytime excursions.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 65°F
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Winter (December to February)

While cold, winter provides a quieter atmosphere and opportunities for cozy stays, with potential for snow that enhances the region’s charm.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for Cheltenham

How to Book Your Cheltenham 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 Cheltenham

More Top-Rated Vacation Rentals in Cheltenham Area

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 deck for relaxing and dining al fresco amidst the scenic surroundings of Cheltenham.
  • Take advantage of spacious yards ideal for outdoor activities, picnics, or simply unwinding in the fresh air.
  • Make the most of nearby parks with walking trails and open spaces perfect for outdoor recreation.
  • Look for properties with outdoor grills or BBQs to enhance your dining experience during your stay.
  • Relax by the outdoor swimming pool, especially during warm summer days in this inviting region.
  • Find vacation rentals with dedicated garden areas or landscaped grounds that add to the outdoor appeal.
  • Utilize shared outdoor amenities such as tennis courts or playgrounds when available, offering additional entertainment options here.

Top Attractions Around Cheltenham

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities and cultural attractions that showcase the best of this destination, making it an ideal choice for those seeking a memorable stay in the region.

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Family Activities

  • Strawberry Hill Nature Preserve: Explore the scenic trails and enjoy outdoor activities that are perfect for family adventures in this peaceful natural setting nearby.
  • Cheltenham Township Park: Spend quality time outdoors with playgrounds, picnic areas, and sports facilities that cater to children and families alike.
  • The Cheltenham Free Library: Engage your family in educational programs and storytime sessions designed to foster a love of reading and learning in the area.
  • Local Community Events: Participate in family-friendly festivals and seasonal activities hosted throughout the year within the region, offering memorable experiences for all ages.
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Adult Activities

  • Visit the Cheltenham Arts Center: Engage with local culture by exploring art exhibitions and participating in creative workshops at this community hub.
  • Enjoy outdoor activities at La Mott Park: Take advantage of scenic walking trails, sports fields, and peaceful picnic areas to relax and unwind outdoors.
  • Discover local history at the Cheltenham Historical Society: Gain insights into the area's rich heritage through exhibits and educational programs held nearby.
  • Savor boutique shopping and dining experiences: Explore charming shops and cafes that offer a taste of the region's unique flavor and local craftsmanship.

Other Places to Stay in Cheltenham, PA

Cheltenham Township
Cheltenham Township Vacation Rentals
Ashbourne Country Club
Ashbourne Country Club Vacation Rentals
Elkins Park
Elkins Park Vacation Rentals
Beth Sholom Synagogue
Beth Sholom Synagogue Vacation Rentals
Wyncote Family Medicine
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Chestnut HIll Hospital
Chestnut HIll Hospital Vacation Rentals
Wyncote
Wyncote Vacation Rentals
Laverock
Laverock Vacation Rentals
More Places to Stay Near Cheltenham

Cheltenham Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Shops: Take advantage of the area's vibrant local scene by visiting nearby restaurants and boutiques to get an authentic taste of the region's culture.
  • Plan Outdoor Activities: Make the most of the pleasant climate by scheduling outdoor adventures in parks or green spaces close to your vacation rental.
  • Discover Nearby Attractions: Research must-see sites within a short drive to enrich your stay and create memorable experiences in this destination.
  • Utilize Convenient Transportation Options: Opt for public transit or car rentals to easily navigate the area and access all that this destination has to offer.

Transportation Options

  • Driving your own vehicle: Renting a car provides the most flexibility to explore the area and access nearby attractions conveniently from your vacation rental.
  • Public transportation (SEPTA Regional Rail): This efficient regional rail service connects you directly to Philadelphia and other key destinations, making it a practical choice for exploring here without the hassle of parking.
  • Local bus services: Local transit options operate within the region, offering an economical way to get around and reach shopping centers, restaurants, or parks close to your vacation rental.
  • Taxis and ride-sharing services: Convenient for short trips or when you prefer not to drive, these services are readily available in the area to enhance your travel plans during your stay.

Local Customs Options

  • Celebrating Local Heritage: You’ll find that embracing Cheltenham's community events and festivals is a key way to connect with the area's rich heritage.
  • Respect for Nature and Parks: It’s customary to observe local etiquette when enjoying the region's parks, maintaining cleanliness and respecting natural habitats.
  • Supporting Local Businesses: Patronizing small shops and eateries in the neighborhood helps sustain the vibrant local economy of this destination.
  • Traditional Seasonal Events: Participating in seasonal celebrations like parades or holiday gatherings offers a meaningful way to experience the community here.

Frequently Asked Questions About Cheltenham?

1. What are the top vacation rentals in Cheltenham?

There are a lot of options in Cheltenham. If you plan on staying in the Cheltenham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cheltenham:

2. How many vacation rentals have private pools in Cheltenham?

There are 21 vacation rentals with private pools near Cheltenham. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Cheltenham are best for families?

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

4. How many Rentbyowner vacation rentals are available in Cheltenham?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 158 in the Cheltenham 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 Cheltenham. 

5. What is the cancellation policy for vacation rentals in Cheltenham, Pennsylvania?

Cancellation policies vary by listing. You should review the specific policy on the property’s page before booking or contact the owner directly for clarification.

6. How do I ensure my booking in Cheltenham, Pennsylvania is secure and reliable?

Booking through verified listings with detailed reviews and clear communication with the property owner helps ensure a trustworthy experience in this area.

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

Additional fees such as cleaning, service charges, or taxes are typically specified in the listing details. Always review these before confirming your reservation.

8. What amenities can I expect from vacation rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. The specific offerings are listed on each rental’s profile.

9. How do I communicate with the property owner in Cheltenham, Pennsylvania before booking?

Use the messaging feature provided on the booking platform to inquire about availability, policies, and any special requests directly with the owner.