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Holiday houses in Cheltenham Township

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Top-rated holiday rentals in Cheltenham Township

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Townhouse in Philadelphia

4.86 out of 5 average rating, 120 reviews

Impeccably Restored and Appointed Row-house

Impeccably and lovingly restored historic Mt. Airy Row-house half a block to the Sedgwick train station and two blocks to the unique shops and eateries on Germantown Ave. Chestnut Hill and all its amenities are a quick trip away. The property is light filled, recently upgraded, includes Gigabit Fios internet, premium cable TV, and a smart TV in the master. Villa Amabile has all the amenities of a 5 star hotel all on one of Philadelphia's most sought-after blocks where visitors feel like family.

Guest favourite

Rental unit in Olney

4.91 out of 5 average rating, 110 reviews

Stylish, cozy 1 bedroom unit in Philadelphia

While staying in Philadelphia, we will be doing our best to serve you in the best traditions. A rare find in this central location. It’s close to LaSalle University, Einstein Hospital and the train stations for a quick ride to center city. This 1st floor unit offers an experience of cozy comfort, design and beauty. We are 10 minutes away from Temple Hospital and Temple Health Campus. Visit the N. 5th street business corridors or Cheltenham mall for some coffee, pizzas or for some local shopping

Guest favourite

Guest suite in West Oak Lane

4.91 out of 5 average rating, 194 reviews

Charming 1-bedroom with free parking on premises

Cozy 1-bedroom unit is perfect for couples as well as business travelers. Unit is located on the lower level of the home. Space includes a queen size bed, bathroom with shower, TV, Wi-Fi, fridge, microwave & working table. Guests enter through a private entrance in the rear of the house and have access to their own private parking. House is right next door to the suburbs of Cheltenham, Jenkintown & Glenside, PA. Short drive to Arcadia, LaSalle & Salus Universities, 30 minutes from PHL Airport.

Guest favourite

Tiny home in Wyncote

4.98 out of 5 average rating, 202 reviews

Private, cozy tiny house in peaceful setting

Pull into the driveway from a bustling suburban avenue and the noise and traffic of the streets fade away as you enter the property and lay eyes on the tiny house, bordered by the George Perly Bird Sanctuary. You'll be greeted by the tall maples, a round veggie garden growing inside of a trampoline enclosure and a fire pit ready for action! The 130 square foot tiny house feels spacious with its high ceiling, skylight, and many windows that welcome in the shifting light of the natural setting.

Guest favourite

Guest suite in Philadelphia

4.96 out of 5 average rating, 138 reviews

Cozy Private Guest Suite - Driveway Parking

Our beautiful private guest suite is located in one of the most quiet, safe, and green residential neighborhoods in Philadelphia, Roxborough. We are a 10 minute drive from Manayunk restaurants & bars, and 35 minute drive from Center City Philadelphia (45 with traffic). Buses and trains are within walking distance to go to Center City if you don’t want to drive. Also, the Wissahickon Valley park is less than 5 mins away for those interested in sightseeing, hiking, and biking along the trails.

Guest favourite

Home in Glenside

4.88 out of 5 average rating, 139 reviews

Cheerful & Modern Home w/ a Walkout Deck Area

Recently renovated, beautiful, and cozy 3BR house located in a historic area. Close to amazing local restaurants (Union Jack's), trails, coffee shops, malls, and convenient access by train or car into city. The Home has everything you need for a comfortable stay. Working washer, dryer, internet, 75-inch smart TV, electric fireplace, central a/c and other necessary amenities. Home has been featured in a show - Interrogation Raw from A&E Networks and an upcoming movie as well commercials.

Place to stay in Philadelphia

4.89 out of 5 average rating, 275 reviews

The Coachman's House

The Coachman's House is part of a larger estate built in 1852. Tucked away on top of a hill, the property is accessed by a long, winding drive through a park-like 3+ acre oasis in historic Germantown. The renovated 2 story cottage once served as the coachman's home and is adjacent to the main house and the former stables. With a private entrance, the first floor contains a mini kitchen, seating area and work space nook. The second floor contains a queen size bed and private bath.

Guest favourite

Guest suite in Richboro

4.97 out of 5 average rating, 325 reviews

Private two bedroom oasis in Richboro.

This is a very cozy, 2-bedroom apartment attached to a 200+ yo farmhouse in historic Bucks County. We are right at the edge of town on the main street in Richboro so in walking distance of restaurants and grocery stores. The yard is beautifully maintained, and the decks, outdoor grill and fire pit are available for your use and enjoyment during your stay. Owners live in the farmhouse and are generally available to answer questions and provide recommendations for the local area.

Guest favourite

Rental unit in Jenkintown

4.9 out of 5 average rating, 103 reviews

Jenkintown 2 Bedroom Private Apt 1100 sq ft

This super-clean, 2 Bedroom 2nd floor apt sleeps 4 adults & 1 baby/toddler and 1 child. Kid-friendly & pet-free. If you are traveling with kids under 2, please list them as children, not infants, Airbnb does not automatically charge children under two, but I accommodate babies and count all guests the same. Two TV’s with ROKU. Bus at the corner. All hardwood floors, toys,, Pack n & play, books, baby gate, parking, in a safe suburban area. Walk to market & restaurants

Guest favourite

Rental unit in Chestnut Hill

4.93 out of 5 average rating, 503 reviews

Best of Philly in The Heart of Chestnut Hill

Ideally located, newly renovated apartment in the Chestnut Hill section of Philadelphia. A great weekend destination or as a base to explore Philadelphia and surrounding areas. Convenient to shopping boutiques, SEPTA transportation (200 ft from train to center city) and fabulous restaurants, 1/4 mile away from Fairmount Park with the best of outdoor recreation in Philadelphia (mountain biking, hiking). Other local attractions: Morris Arboretum and Woodmere Art Museum.

Place to stay in Philadelphia

4.85 out of 5 average rating, 223 reviews

Philadelphia’s Kickback 2 Kingbed/ Studio Apt

This one of kind Studio apartment is located in the Mt.Airy section of Philadelphia on a quiet clean street. It is found in a Prime location. This unit is walking distance to Cedarbrook plaza and less then 5 min from the PA turnpike and major highways. It is central to Malls, a Market, gas stations, restaurants etc. Dressed to stand out it is unique in design, layout and artistic touch. Our guests can expect to stay in a safe environment. You'll love it guaranteed.

Guest favourite

Rental unit in Flourtown

4.98 out of 5 average rating, 215 reviews

Apartment attached to private home

This two bedroom apartment is attached to a private home in a suburban neighborhood. One bedroom has twin beds, another a queen & a twin sofa bed. The apartment sleeps 5. Full kitchen. No steps involved. Walk-in shower. 36” doorways. Hallway railings. Small dog friendly. We request 24 hr notice & arrival before 8:00pm. We do not offer Airbnb from 7/4 weekend through Labor Day weekend. No smoking or vaping indoors or on the property.

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Popular amenities for Cheltenham Township holiday rentals

Free parking on premises

Air conditioning

Stay near Cheltenham Township's top sights

High Point Cafe66 locals recommend

Weavers Way Co-op56 locals recommend

Earth Bread + Brewery52 locals recommend

Einstein Medical Center Philadelphia3 locals recommend

McMenamin's Tavern39 locals recommend

ACME Markets33 locals recommend

Other great holiday rentals in Cheltenham Township

Guest favourite

Rental unit in Glenside

4.91 out of 5 average rating, 58 reviews

Apt w/King suite, close to transit & free parking

Guest favourite

Rental unit in Near Northeast Philadelphia

4.93 out of 5 average rating, 29 reviews

Entire apartment, 1 bedroom & private entrance.

Guest favourite

Rental unit in Willow Grove

5 out of 5 average rating, 55 reviews

The Private 1BR Apt in Willow Grove Park

Guest favourite

Townhouse in West Mount Airy

4.94 out of 5 average rating, 17 reviews

Family Friendly in the Heart of Mt Airy

Guest favourite

Condo in Elkins Park

4.93 out of 5 average rating, 40 reviews

A Turquoise Gem 12 miles center city Philadelphia

Guest favourite

Rental unit in Chestnut Hill

4.89 out of 5 average rating, 99 reviews

Two Bedroom Mid-Century Get-a-way w/Free Parking

Rental unit in Logan

4.87 out of 5 average rating, 69 reviews

Temple-Einstein Parking KING 1BR FullKit W/D 105

Guest favourite

Home in Jenkintown

4.9 out of 5 average rating, 99 reviews

Suburban Jenkintown 3bd Retreat

Quick stats about holiday rentals in Cheltenham Township

Total rentals
250 properties
Total number of reviews
6.6K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace

Destinations to explore