House holiday rentals in Wynnewood

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Popular amenities for house rentals in Wynnewood

House rentals with a pool

Home in Lansdale
4.8 out of 5 average rating, 87 reviews

Pool & Courtyard: Timeless Home in Lansdale

SarahRating, 5 stars2 weeks ago
We had a family gathering and this house was the perfect place for 8 people. Two more could have joined into this space. There are several shared spaces -two living rooms and a studio space-. The large dining room table could fit 11 people. With the proximity to green areas, we got to see rabbits and a wolf, but were mostly visited by birdsong. The pool area is in a separate building that has a game room, the outdoor pool, and outdoor chairs and tables under a roof (providing protection from sun and rain). The house is a 4 minute drive to a large grocery store. We greatly enjoyed staying in this well kept 1800s house. It feels very welcoming, bringing us to the heritage of this city.
Top guest favourite
Home in Philadelphia
4.99 out of 5 average rating, 115 reviews

Modern Home in heart of Fish-town & private yard

EdwardRating, 5 stars1 month ago
This is a definite must stay if you’re coming to Philly with a large family! The place is simply amazing home and is modern, spacious and pristine in nature! It’s is wonderfully decorated and could easily be a show home! It is exactly as advertised and much more! The jacuzzi and outdoor patio and bbq are a really nice touch, and well as the exercise room and equipment on the second floor! Katerina is a gracious and wonderful host! She responded to any inquiries in a timely and helpful manner! We truly enjoyed our stay and will definitely return! Katerina many thanks for hosting us - you have an amazing place and we hope to return on a few months! Take care and thanks tons for everything!!
Home in Philadelphia
4.7 out of 5 average rating, 10 reviews

Shawmont Chateau Elegant Retreat with Scenic View

AdrienneRating, 5 stars6 days ago
A truly exceptional stay! The Elegant Chateau in Philadelphia was absolutely stunning—spacious, beautifully decorated, and thoughtfully stocked with everything you could possibly need (even things you wouldn’t think of!). It’s the perfect space for entertaining while still allowing for privacy and comfort. One of the highlights for me was knowing it’s Black-owned, which made supporting this stay even more meaningful. I was proud to host family here. Whether you’re visiting during warm or cold months, the property is ready—swimming and grilling in the summer, cozy and well-equipped in cooler weather. The host was incredibly responsive and made everything seamless from start to finish. Only word of advice: keep your trash secured—there are some bold raccoons who like to make evening appearances, but they didn’t take away from an otherwise perfect experience. I’ve already recommended this gem to others and will definitely be returning myself. Highly recommend!
Top guest favourite
Home in Newtown Square
5 out of 5 average rating, 13 reviews

New Pristine Suburban Escape

GlenRating, 5 stars5 months ago
This place was amazing to stay at! We loved the huge kitchen and there was plenty of space for our family of five. Our kids had a great time running around the big backyard and we went on several walks around the local neighbourhood, which was very picturesque and peaceful. What a lovely place to visit!
Top guest favourite
Home in Berwyn
5 out of 5 average rating, 29 reviews

Fun for 8

ChristiRating, 5 stars3 days ago
Pauline’s place was amazing , our family and friends stayed for a lacrosse tournament and we got to enjoy the pool / beautiful outdoor space & AC / game room inside on a hot weekend. Every time we had a question they were quick to respond. We hope to return soon, perfect for a weekend get away.
Home in Clementon
4.5 out of 5 average rating, 24 reviews

Pool Palace_ PremiumOutlets_Rt42

MoriahRating, 5 stars3 days ago
Spent a weekend exploring Philly with friends and this was a great location to get into the city easily. Home was exactly as pictured and described. Pool and backyard were absolutely beautiful and worth the rate in itself. It is an older and well-loved space, so some of the house could use some TLC but nothing to inhibit our stay in anyway. Host was thorough with communication. Would love to stay again!
Guest favourite
Home in Glen Mills
4.92 out of 5 average rating, 135 reviews

Sweet home w/pool & woods at peaceful Glen Mills

ElizabethRating, 5 stars3 weeks ago
We had a great stay at Michelle’s place for our high school friend get together. We wanted a place near Longwood Gardens and a place to relax. We got them both! The surroundings were beautiful and the home was open and lovely! We hope to be back!
Home in Lansdale
4.63 out of 5 average rating, 16 reviews

Bridle Pool House Vacation House

ErinRating, 5 stars3 weeks ago
The house was beautiful, the yard was exactly what we were looking for. Kimberly was extremely helpful and very responsive to any and all questions. We really enjoyed out stay.

Weekly house rentals

Guest favourite
Home in Conshohocken
4.93 out of 5 average rating, 71 reviews

Luxury 4 BR Townhouse w/ Parking

CynthiaRating, 5 stars3 weeks ago
Great accomodations with plenty of room for our family over a wedding weekend. Everything was well appointed and Ward was an extremely helpful and responsive host! Highly recommend!
Guest favourite
Home in Oreland
4.95 out of 5 average rating, 56 reviews

Enchanting Garden Home (Close to Blue Bell/Ambler)

LauriRating, 5 stars2 weeks ago
Beautiful and clean. Great privacy and outdoor setting. Perfect for quiet residential get away. I love the area and familiar with Philadelphia. If you are looking to travel into the city a little inconvenient, however if you are a family and want quality as rather than site seeing this is a perfect location. Host was extremely responsive and gracious.
Top guest favourite
Home in Claymont
4.96 out of 5 average rating, 75 reviews

The Harvey House | Private Backyard | Monthly Stay

AndreaRating, 5 stars4 weeks ago
We stayed at the Harvey House for 16 a little over 2 weeks and had a wonderful experience! The location was perfect—convenient and close to everything we needed. Shalamar was an excellent host—very responsive and easy to communicate with throughout our stay. The house was thoughtfully equipped with everything we needed, including toddler-friendly items like plates, bowls, and utensils, which was a big plus for our family. Overall, we truly enjoyed our stay and would highly recommend this place to anyone looking for a comfortable, well-stocked home away from home. Thank you, Shalamar!
Top guest favourite
Home in Broomall
4.98 out of 5 average rating, 53 reviews

Single level home, private yard, kid/pet friendly

JenniferRating, 5 stars1 month ago
Great 3 night stay. Perfect for traveling with dogs. The fenced back yard is amazing. Very well stocked kitchen if you plan to eat in. Very clean and well maintained property.
Top guest favourite
Home in Roxborough
5 out of 5 average rating, 16 reviews

In Manayunk. Safe & Quiet, but Near the Fun.

SarahRating, 5 stars1 month ago
A great spot for our family to gather for a wedding weekend… a great location, lots of room, John a great host.
Top guest favourite
Home in Broomall
5 out of 5 average rating, 11 reviews

Sophia's Manor C-Quiet/Spacious/Kid & Pet Friendly

GiuseppinaRating, 5 stars3 weeks ago
Beautiful home and surroundings …very clean….. would stay there again
Superhost
Home in Newtown Square
4.8 out of 5 average rating, 10 reviews

Reservoir View Private Stay

KarenRating, 5 stars1 month ago
We stayed at this beautiful home for our daughter’s graduation from nearby Villanova University. We have a large immediate family and this home offered us a place to gather and stay with much more comfort and value than individual hotel rooms. The house was spotless, private and had a large yard with plenty of parking for our 4 adult children joining us for the graduation weekend. Jess was extremely responsive before our arrival, and throughout our visit. The photos are accurate as well as the description of the property. 3 full bathrooms and comfy beds make this a hidden gem for a stay!
Top guest favourite
Home in Haverford
5 out of 5 average rating, 9 reviews

Renovated Home Near Merion Golf Club

ZaneRating, 5 stars4 months ago
The home was very comfortable for our family. We had an extended stay at the home and everything was absolutely what we needed. The kitchen was very spacious, the rooms were comfortable and the linens were top notch. I would highly recommend this home for those who seek a quiet and private space. It is close enough to the city that you can commute and enjoy everything the city of Philadelphia has to offer. The host team is amazing and always there for questions or concerns. Thanks for having us!!! 5 stars all day.

Private house rentals

Superhost
Home in Drexel Hill
5 out of 5 average rating, 17 reviews

Cozy Colonial w/ Pvt Yard & Driveway

MattRating, 5 stars1 month ago
House was perfect for what we needed. Sonia was understanding, helpful and very responsive. Id rent from her again if I ever have to come back to Philly.
Guest favourite
Home in Manayunk
4.94 out of 5 average rating, 90 reviews

Manayunk Artist Home (Entire Home)

EricRating, 5 stars1 week ago
We had a great stay at Marcella’s house. Very comfortable, nicely decorated town home in a great location. We traveled with our dog and baby and were all very happy there. The path along the canal is beautiful, with waterfalls and mosaic. Marcella was a great host and very accommodating.
Guest favourite
Home in Phoenixville
4.92 out of 5 average rating, 37 reviews

The Perch

CrystalRating, 5 stars1 month ago
The house was cozy and perfect for winding down after spending all day at a convention.
Guest favourite
Home in Upper Darby
4.94 out of 5 average rating, 67 reviews

Melrose Place 3BD Oasis

MandeeRating, 5 stars1 week ago
The place was immaculate! It was such a unique find. We were in town for a play to stay tournament and Calvin was very flexible with us on extending our stay or checking out. He was very responsive and helpful. The house was very comfortable and as described. Would definitely stay here again. My kids were sad when they didn't make the next day of the tournament, and we had to leave.
Guest favourite
Home in Philadelphia
5 out of 5 average rating, 25 reviews

Sky View Terrace, Movie Lounge, Pool Table, Arcade

Yo’Rick’NiRating, 5 stars5 days ago
Great place for a get away , looks exactly like the photos but you will get your cardio in because there are lots of stairs. Parking is very very limited.
Superhost
Home in Phoenixville
4.89 out of 5 average rating, 53 reviews

Phoenix Walk

JohnRating, 5 stars6 days ago
Home was perfect for our stay in the Pa area. Parking was a little tight getting in and out of the driveway. We would stay there again.
Guest favourite
Home in West Philadelphia
4.97 out of 5 average rating, 31 reviews

Modern Marvel at University City

KristinRating, 5 stars1 week ago
We really loved this air b and b… Communication was excellent with the owners and information was clear. Check in was easy. The space itself is really great. There is a massive window as seen in the pictures that is remarkable and lets in amazing light. We had plenty of room and the rooms were well appointed. We enjoyed morning coffee on the balcony on the 3rd floor. The master bedroom and bath were clean and spacious. The location was good for us as we were in town for a graduation. We would come back and stay here in a heart beat!
Top guest favourite
Home in Center City
4.99 out of 5 average rating, 97 reviews

Queen's Star: Renovated Historic Philly Trinity

DianeRating, 5 stars1 week ago
We've stayed at the Queen's Star several times and it's perfect each time! Ian and Beth are wonderful hosts - always responsive and helpful. They were flexible with check-in and check-out times, which we really appreciated. The Queen's Star is immaculate every time we stay and always comfortable. We enjoyed sitting at the cute outdoor table and chairs in front of the house on sunny afternoons and met many friendly neighbors this way! The location is wonderful - quiet, yet near many cafes and restaurants. We can't wait for our next stay at this Queen Village gem.

Destinations to explore