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Comfy Fully Furnished Turnkey Rental With A Playful Nod to Tennis In A Smashing Location
Winston-Salem, North Carolina

The Wimbledon Cottage is the ideal solution for your extended stay in Winston-Salem. With extra living space, quality furniture and a full size kitchen, your stay is far more comfortable than a traditional hotel room. It’s a great fit if you’re looking for a live-like-a-local experience in the most-posh neighborhood in our city.

Tennis Anyone?

Decorated with Wimbledon’s signature colors…green, purple & white

Cozy & Inviting

Curl up on the comfy sofa and indulge in a good movie night

The Wimbledon Cottage Details

All-inclusive & fully furnished, ‘The Wimbledon Cottage’ welcomes you with fun and cozy vibes in the charming upscale Buena Vista neighborhood. The fantastic location means you’re a 5 minute drive to Wake Forest University, Downtown, Trader Joe’s and Whole Foods. Walk to the funky vintage Airstream for your morning coffee or enjoy an afternoon stroll along tree-lined streets. Light and bright with 1 bedroom, 1 bath. In the trees, enjoy relaxing on one of the 2 porches. Whip up a gourmet meal in the cute kitchen with a large farmhouse sink, dishwasher, double oven & microwave. Close to everything in the best neighborhood, great for exploring our city.

Available for monthly stays  
Next Availability for a monthly stay – November 2023
Pets considered – If approved there is a one-time $200 non-refundable pet fee
 Includes internet, water, power, heat/AC, trash, recycling, yard work & parking


The bedroom has a comfy queen bed and feather-down duvet.

Coffee on the deck, yes please!

Sip morning coffee and enjoy happy hour on one of the decks.

Fabulous Kitchen

Order takeout or whip up a meal in the cute kitchen.

Farmhouse Sink

The kitchen has everything you need for a comfy stay….a delightful farmhouse sink, dishwasher, double oven, microwave, toaster oven & Cuisinart coffee maker.


There’s a roomy walk-in shower.

Soaking Tub

Need to relax? There’s an awesome soaking tub.

Utility Room

The utility room has a garment rack and dresser including a full size washer & dryer

Cute & Fun

A comfy & fun place to stay in the best neighborhood in Winston-Salem!

Peaceful & Serene

Surrounded By Trees

What Our Guests Say

I am bummed that my lovely stay at the Wimbledon Cottage has come to an end. I couldn't have asked for a better place to stay while coming to town for work. The place is so bright and charming, perfect for relaxing on my days off. My dog Addy especially loved the yard space so she could play her daily game of fetch. We also loved walking to the airstream coffee shop where she always received a treat. Cara is the best host! So nice to chat with and always had everything I needed. It was a great 2.5 months and I can only hope that the next place we go will be half as good! Thank you!
Alex & Addy The Border Collie
Travel nurse from VA
Cara & Dan- What can I say- your personal touch was everything - you made a comfortable loving spot so amazing - dropping your child at college is hard enough - the love is palpable at The Wimbledon Cottage!
Julie & Family
Austin, TX
We want to thank you all for a serene, peaceful, clean visit! We loved the decor and all the accommodations! We had a very busy schedule while in Winston-Salem and it was so nice to know that we had The Wimbledon Cottage to come back to and rest and refresh! Thank you for being so helpful! Hope to be back one day soon!
Don & Patty
Bryson City, NC
Thank you so much for the wonderful stay at the Wimbledon Cottage. We all loved it and can't wait to return soon!
Barb, Darren & Lizzie The Yellow Lab
Atlanta, GA
The Wimbledon Cottage is the place you dream about existing. Everything is thoughtful, comfortable and plain perfect. But the game changer is the heart of Cara. Without Cara, the Wimbledon Cottage would not have it's love and warmth. Cara is an angel. Always attentive. Always kind. You will LOVE your stay!
Beth Ann & Bella The Chocolate Lab
Erie, PA
Everything about my stay at the Wimbledon Cottage has been exceptional! The cottage is extremely clean and cozy - and has everything you could need. The location is perfect in a beautiful safe neighborhood close to just about everything. I especially loved the gorgeous porch space - perfect to sit and enjoy a cup of coffee. The cottage is even walking distance to some fantastic shops.

Cara and Dan are such warm and wonderful hosts. They made me feel right at home. Ask Cara for any recommendation for good restaurants or fun activities - she knows many! Cara became such a dear friend and adventure buddy during my stay here. I am so glad I found the Wimbledon Cottage and would stay there again in a heartbeat.
Richmond, VA
Staying at the Wimbledon Cottage has been a great experience. You get the best of both worlds, country living in the city! The cottage decor is light, bright and cozy. Very Charming!

As for the hosts, well Cara, Dan and Parker are the best! If you need an adventure partner Cara is your gal! If you just need recommendations call Cara! She is so helpful and always willing to help with whatever you need. Thanks for everything!
Polly & Rick
Lynchburg, VA
I thoroughly enjoyed my extended stay in the Wimbledon Cottage and was sorry when it ended. Cara and Dan were wonderful hosts. The cottage was cute with a wonderful shaded deck and had everything we needed. The location is central and convenient but tucked away from the road. My golden retriever loved her stay too. She became fast friends with Parker, Cara and Dan’s collie and there were plenty of options for long walks.
Kathy & Molly The Golden Retriever
Charlotte, NC
From the start Cara was awesome with timely communication and her follow-up with any needs we had. We had everything we needed in comfort and the furnishings were beautifully appointed. The tranquil surroundings made for a relaxing end to a busy day of work and we took advantage of using the large outside deck. My 25 year career has been spent working in the hospitality arena and I would rate this as a true five-star experience. We consider Cara and her husband Dan our friends now and look back on our time there with fond memories.
wake forest university
Heather & Richard
Winston-Salem, NC

What's Included...

Fun Things To Discover Within Walking Distance

+ Walk to the gourmet bakery for scrumptious croissants, pastries and coffee. The wine shop has a bar to sit and relax and have a glass of wine or take a bottle back to enjoy at the cottage. Yes, please!

+ Check out the famous funky vintage Airstream for locally roasted coffee & baked goods.

+ Explore one-of-a-kind bars 1/2 mile away…there’s Joymongers pub specializing in craft beers aged in barrels, West End Opera House to play some old school darts or enjoy a brew sitting out on the deck at The Tap.

+ Go for a stroll and explore the tree-lined neighborhood with its charming historic homes built during Winston-Salem’s tobacco heyday.

+ Enjoy a classic Sunday brunch or Tapas Tuesday at the gourmet restaurant next door, one of our city’s finest.

+ Check out the interesting home goods shops 1/2 mile away and stop by the homemade gelato shop for a tasty afternoon pick-me-up.

+ Spice up your day at The Porch Cantina for fresh Tex-Mex fare, try their signature margarita flights. Featured on UNC-TV. 


Contact Us Now

If you have any questions regarding the cottage or availability drop Cara a line.