Trailside Tranquility | Pet-Friendly, Great Location

Photo gallery for Trailside Tranquility | Pet-Friendly, Great Location

A two-story house with a deck, a chimney, and a well-maintained garden.
A spacious living room with a stone fireplace, leather furniture, and large windows offering a view of the outdoors.
A room with a pool table, large windows, a ceiling fan, and a sign that says "This is my happy place."
A two-story house with a front porch, a stone foundation, and a well-maintained garden.
A spacious living room with a stone fireplace, wooden furniture, and a large window overlooking a deck.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Ping pong onsite
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Deep Creek Lake

Popular amenities

  • Patio
  • Barbecue grill
  • Pet-friendly
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Oakland, MD
  • Place, Deep Creek Lake
    ‪13 min walk‬
  • Place, Deep Creek Lake State Park
    ‪4 min drive‬
  • Place, Wisp Resort
    ‪13 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Main Level Bedroom

1 Queen Bed

Main Level Primary Suite

1 King Bed

Upper Level Bedroom 1

2 Twin Beds

Upper Level Bedroom 2

2 Twin Beds

Upper level common

1 Double Sofa Bed

3 bathrooms

Lower Level Hall Bath

Main Level Hall Bath

Main Level Primary Bath

Spaces

Deck or patio
Kitchen

Add dates for prices

Similar properties

Exterior
Windsor House | Pet Friendly, Hot Tub, Lake Access
Oakland
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
8.6 out of 10, Excellent, (76 reviews)
Windsor House | Pet Friendly, Hot Tub, Lake Access

About the neighborhood

Oakland

Located on a lake, this vacation home is in Silver Ridge, a neighborhood in Oakland. While the natural beauty of Deep Creek Lake and Deep Creek Lake State Park can be enjoyed by anyone, those looking for an activity can check out Wisp Resort. Spend some time exploring the area's activities, including fishing, skiing, and golfing.
View more Vacation Homes in OaklandOpens in a new window
Map
Oakland, MD

What's nearby

  • Deep Creek Lake - 13 min walk - 1.1 km
  • Deep Creek Lake State Park - 4 min drive - 4.9 km
  • Wisp Resort - 13 min drive - 11.4 km
  • Ohiopyle State Park - 53 min drive - 57.6 km
  • Blackwater Falls State Park - 58 min drive - 70.9 km

Getting around

  • Morgantown, WV (MGW-Morgantown Municipal) - 54 min drive

Restaurants

  • ‪McDonald's - ‬9 min walk
  • ‪Black Hawk Coffee + Kitchen - ‬7 min drive
  • ‪Mountain State Brewing Co. - ‬11 min drive
  • ‪The Rowdy Rooster Bar and Grille - ‬3 min drive
  • ‪Burger King - ‬7 min drive

Frequently asked questions

Is Trailside Tranquility | Pet-Friendly, Great Location pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Trailside Tranquility | Pet-Friendly, Great Location?

As of Nov 15, 2026, prices found for a 1-night stay for 2 adults at Trailside Tranquility | Pet-Friendly, Great Location on Nov 22, 2026 start from $398, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Trailside Tranquility | Pet-Friendly, Great Location?

Check-in begins at 4:00 PM.

What time is check-out at Trailside Tranquility | Pet-Friendly, Great Location?

Check-out is at 10:00 AM.

Where is Trailside Tranquility | Pet-Friendly, Great Location located?

Located in Silver Ridge, this vacation home is 0.6 mi (1 km) from Deep Creek Lake and 2.6 mi (4.2 km) from Deep Creek Lake State Park. Mount Nebo Wildlife Management Area and Funland Go Cart Racetrace are also within 6 mi (10 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 21 reviews
Rating 8 - Good. 3 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 1 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.2/10

Cleanliness

10/10

Check-in

9.2/10

Communication

9.8/10

Location

8.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls weekend

Nice house and the hot tub was great
Stayed 2 nights in Oct 2022
Response from VrboOwner on Sep 22, 2023
Thanks so much!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Trailside tranquility

House was perfect for our stay! Loved the set up with and adult area on one level, and kids area upstairs. Would definitely rent it again!
Stayed 4 nights in Aug 2019
Response from VrboOwner on Sep 22, 2023
Thanks so much!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

We rented this home as a last minute, quick memorial weekend getaway. The house is beautiful, well stocked kitchen, comfortable beds and 3 very nice bathrooms. Kids loved the hot tub. The neighborhood is quiet, there’s a dedicated area for you to take your dogs for bathroom trips.
Stayed 2 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home

The house was beautiful and the location was great. There were a lot of amenities and the property management company is very responsive and helpful. Very comfortable with plenty of room. So close to everything. The neighborhood is not very dog friendly so I ended up going to the state park for walks - and yes I clean up after my little pup. Would absolutely stay again.
Stayed 5 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for Us

The house is clean and roomy. Perfect for all our family to be together for a nice pre-4th if July celebration. We spent the majority of our time on the deck. Kitchen has everything you need for meals and grilling. We brought out 2 service dogs and were told there would be no pet fee for them. They charged us $100 each and have not refunded....so be aware if you have a service animal. That’s the only downside. Great property and close to many local restaurants and stores.
Stayed 5 nights in Jun 2019
Response from VrboOwner on Sep 22, 2023
Thank you for taking the time to review your stay. I am glad that you enjoyed the home and had a fun time with your family. Our guest services manager spoke with you about this after the review was posted to explain that the fees were removed because these were service animals and that you were never charged.
Verified review

6/10 Okay

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
It was convenient to everything and clean. However, hot tub was not even filled. Looked like it hasn’t been working in quite awhile. No sofa bed as advertised. Not enough towels for 10 people. No jet tub as advertised. When we called about these things, we got no response after a phone message and text message. Very disappointing in that respect. Stopped at management company on the way home to let them know once again, especially about the hot tub. They did reimburse us for the hot tub. Josh was very helpful. Because of him, we would look there again.
Stayed 4 nights in Dec 2025
Verified review

4/10 Poor

Liked: Check-in, communication, location

Nice Place but Too Many Items didn't Work

We had a nice time at this place and the management company was very helpful but too many things were either broken or not working. For example, we got there and the Hot tub was not filled. We had to call the company and they said that they are short-staffed and are working on it. When someone came to fill the hot tub we thought it was ok. Until that night we noticed it wasn't on. So we called back again and when someone came back the next day, they told us that the circuit box was fried and has been for some time. WHY NOT FIX BEFORE WE GOT THERE?They gave us a 150 credit when it was way more expensive to purchase a place with a hot tub. Not great! Also, you couldn't use the oven and microwave at the same time because it would trip the breaker. And then eventually the microwave didn't work at all. We had 4 kids under the age of 6, and its a chore to heat up things without a microwave. Stay away from this place until they get things fixed!!!!!
Stayed 3 nights in Dec 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Getaway

The house was well maintained and inviting. Only two small issues which can be easily corrected, one of which was the broken toilet seat on the top floor Our family of 8 had a great time overall
Stayed 3 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and comfortable home

Decorated beautifully - furniture made it feel very inviting - very close to everything from groceries, wonderful restaurants to the wisp the ski area - close to the state parks - internet was great - the hot tub was amazing - reserved parking is awesome - very clean - keyless entry is a big bonus (no keys to lose) - house has everything you need - would stay again - Thank you for a perfect getaway!
Stayed 3 nights in Mar 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy

Had not communication with the property manager. I only received emails.

N/A
Stayed 2 nights in Jan 2020
From a partner site

10/10 Excellent

Wonderful Home

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house was lovely and perfect for our needs. The house came with so many added features that truly made the trip even better. The hot tub was amazing to relax in, the board games and cards were a great added feature. Everything in this home was like new with the exception of the sofas in the living room which were still very comfortable. The location was perfect for everything we wanted to do. We made it to swallow falls, Dutch’s (great food by the way) and the Honi Honi Bar. We will definitely be back again and hopefully soon. Thank you to the owners of the house for opening your doors and letting us stay. We had a great time.
Stayed 4 nights in Aug 2018
From a partner site

10/10 Excellent

Weekend Get-Away

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place for a winter break. The hot tub was awesome. So quiet and peaceful here.
Response from VrboOwner on Sep 22, 2023
Hi Stephen, Thank you for the review! I am glad you had a five star experience at Trailside Tranquility. Give us a call when you are ready to come back! Thanks again, Stacy
Archival

10/10 Excellent

Thanksgiving at Trailside Tranquility

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home had everything we needed for our stay. It was a great home away from home! Perfect setup and well maintained. We really enjoyed the hot tub and ping pong table. Great for kids and adults. Taylor-Made staff was excellent. Thank you!
Response from VrboOwner on Sep 22, 2023
Hi Mary Beth, Thank you for the review and for staying with Taylor-Made! It is great to hear that you made some special Thanksgiving memories. We appreciate your feedback and hope to see you again soon! Thanks again, Stacy
Archival

10/10 Excellent

Spacious and convenient!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was lovely and provided all the amenities we needed. The hot tub was clean and a great treat. Highly recommended!
Stayed 4 nights in Aug 2017
Response from VrboOwner on Sep 22, 2023
Hello Samantha, Thank you for joining us! We are so glad you enjoyed your time. Let us know when you are ready to come back. Have a great day! Kristen
Archival

10/10 Excellent

Would rent again

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was clean, beautiful and exactly as portrayed on the website. Our family had so much fun, we never wanted to leave!
Stayed 5 nights in Jul 2017
Response from VrboOwner on Sep 22, 2023
Thank you, Paige! Very happy to hear the house worked for you! Hope you come back and see us!
Archival

10/10 Excellent

Vaughn family stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was clean and instructions for everything in the house was outline and things were labeled perfectly!
Response from VrboOwner on Sep 22, 2023
Thank you, Timothy!
Archival

10/10 Excellent

Beautiful

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It simply exceeded my expectations, location excellent, layout wonderful. Knowing that others rent the property as well, I was glad to see how clean and well-maintained that it had been. CUSTOMER SERVICE very helpful. Check in and check out from the rental property is a bonus! I would highly recommend Trailside Tranquility ?(Could have used a curtain at fronnt and patio doors).
Response from VrboOwner on Sep 22, 2023
Hi Jacqueline! Glad to hear you had a good weekend at Trailside Tranquility! We will send your suggestion to the owner, they always want to make the property better. We hope to see you at the lake again! Thank you! Lisa
Archival

10/10 Excellent

Fabulous Girl's Weekend!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Trailside Tranquility was a beautiful home perfect for a six girl getaway to celebrate my 50th birthday. The home was comfortable, clean and neat. We may have gotten a little loud at times (the homes are close together in this community) but hopefully the neighbors were good sports and overlooked it. We had a great weekend!
Response from VrboOwner on Sep 22, 2023
Hi Maryanne Thank you for your review on Trailside Tranquility. We value your feedback and appreciate your business. Happy 50th birthday! So happy to hear that you had a great time and loved the home. These are comments that we strive for from all of our customers. Looking forward to having you back again as a Taylor-Made guest! Best wishes, Shelia McCracken General Manager
Archival

10/10 Excellent

Trailside is Tranquiility

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Taylor Made helped us to have a wonderful girlfriends getaway. The house was clean, beautiful....with all of the promised features and amenities. Location was a short drive from the lake and stores. Even though there were other houses within the cul de sac, we still felt like we had privacy. There were 2 minor unforeseen maintenance issues, but the folks at Taylor Made responded quickly when we called and all was fixed right away. The process of searching for properties on the website to booking online to the stay itself, was all customer friendly. My friends and I will definitely stay at another Taylor Made Property again!
Archival

8/10 Good

Just a few glitches...

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The dishwasher wouldn't open all the way. Only one roll of toilet paper when we arrived, I realize we are to bring our own paper but having some in the downstairs bathroom for arrivals would have been nice. Also, I had to buy light bulbs for some of the lamps. Neighbor, who i guess is a permanent resident was NOT overly friendly and watched us obviously whenever we were outside.....creepy! He also took 1/2 of one of our spaces with his large boat and truck. After we arrived at the house we didn't have a key but the office quickly took care of that and I was pleased about the response.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Jul 2026
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