Vacation rentals in Wyndham

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Top-rated vacation rentals in Wyndham

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Top guest favorite

A welcoming entrance is framed by brick arches and wooden stairs leading to the upper level. The pathway is lined with gravel and vibrant greenery, including flowering plants, creating an inviting approach to the private entrance.

Guest suite in Glen Allen

4.98 out of 5 average rating, 127 reviews

The BeeHive

Kick back and relax in this calm, stylish space. Private, modern studio suite on the first floor of a single family home in Glen Allen, Virginia. The home is located in a quiet, friendly suburban neighborhood that is close to both Short Pump and downtown Richmond. Just 20 minutes away from downtown Richmond and an even closer 10 minutes to Short Pump, both packed with restaurants, shops, and other attractions. Wooded area behind the home has a hiking path to the Echo Lake Park for nature lovers.

Top guest favorite

A scenic entrance features a black, wrought-iron gate framed by tall trees lining a gravel driveway. Seasonal decorations of corn stalks and pumpkins are positioned at both sides of the gate, welcoming visitors into the expansive property.

Apartment in Manakin

4.93 out of 5 average rating, 55 reviews

Charming guest suite in Manakin Sabot

Enjoy the beauty and serenity of Beaufort Farm, located 20 minutes from downtown Richmond and 40 minutes from Charlottesville. Experience the seasons of Va. in your large private guest suite on a 25 acre horse farm. Beaufort Farm is located just minutes from great shopping, 2 blocks to Dover Hall Estate and Deep Run Hunt Club close to River Run Manor and only 10 minutes to Short Pump Mall. Bring your horse or have turn out while you are competing at Deep Run Shows and Events just 2 blocks away.

Top guest favorite

Guesthouse in Richmond

5 out of 5 average rating, 113 reviews

Spacious nature retreat close to city | The Bohive

Escape to The Bohive off I-95, a charming 1200 sq ft studio, conveniently located just off the interstate & minutes from downtown. On a private “nature reserve”, this is the perfect place to unwind & recharge. Inside, you'll find a comfortable king bed & kitchenette (no stove). The cozy living area has a smart TV, great for relaxing after a long day of exploring. Enjoy coffee on the private deck or immerse yourself in nature before heading out. Great spot for road trippers! STR2024-00002

Top guest favorite

A charming cottage is set among trees, featuring a wooden deck and steps leading up to an entrance. Natural light illuminates the facade through large windows, while a swing set is situated nearby, accentuating the outdoor space for relaxation.

Cottage in Powhatan

4.95 out of 5 average rating, 291 reviews

Fall Special $65(Sun-Th1 nights) $145 (Fr-Sat)Pets

Farmstay on a 14 acre farm Queen bed loft upstairs. Down stairs has a bathroom, kitchen with sink, stove, oven, microwave, and complimentary kitchen-cups . There is a twin sleeper sofa in living room. Front and back porch, wireless internet and RukuTv. 14 acre farm with walking trails, old mill and creek. Cleaning fee $50 and Pet fee $50. No aggressive breeds please. All monies go toward our Horse sanctuary 501c nonprofit. Special rates do not apply from Dec 12-Jan 1st or holiday weekends.

Top guest favorite

An open and inviting living area features a comfortable plaid sofa, a wooden coffee table with decorative items, and a rocking chair. A dining table is set for meals. A kitchenette is visible in the background, enhancing the functional space.

Apartment in Rockville

4.97 out of 5 average rating, 289 reviews

The Home Stretch

Welcome to "The Home Stretch", a beautiful quiet place in the country just a few miles from Short Pump (which has great restaurants, Golf Courses, Drive Shack, wineries, Breweries. Our second floor apartment features a private entrance with all the things you may need while you are away from home. It has a spacious living area, eat in kitchen, queen bed and 2 trundle-like twin beds. We are on the premises but not in your space at all. Available day and night should you need anything.

Top guest favorite

An exterior view showcases a wooden staircase leading to the entrance of the accommodation. The stairs are surrounded by trees, with a pathway made of stone tiles visible in the foreground. The rustic brick wall of the building adds character to the serene natural setting.

Apartment in Ashland

4.98 out of 5 average rating, 58 reviews

Ashland Aerie

Relax in this peaceful, stylish space for one, located north of Richmond. Park in the carport and go upstairs (21 steps) to enjoy privacy, convenience, and safety - with kitchenette, small washer/dryer, smart TV, desk, and exterior cameras. Ashland, less than three miles south, has restaurants (many), grocery stores, laundromats, a movie theater, a public library, churches, a post office, and Randolph Macon College. King’s Dominion and Meadow Event Park are six miles north.

Top guest favorite

The kitchen area features wooden cabinetry and a spacious white refrigerator. A dining table with four wooden chairs is set to one side, while the living area, equipped with a cozy blue couch, is visible in the background. Natural light illuminates the space.

Guesthouse in Ashland

4.95 out of 5 average rating, 586 reviews

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi

Minutes from I-95 "The Cottage" is a great stop along your journey & 15 minutes to Kings Dominion or Meadow Event Park. Surf high speed internet, catch up on laundry, dine in Ashland or have a cookout and share stories around the campfire. You’ll love the Cottage because of the clean accommodations, complete kitchen, quiet neighborhood, home theater, comfy beds, no cleaning fee & pet friendly! The Cottage is great for Families, Couples, Business Travelers & Fun Seekers!

Guest favorite

A paved driveway lined with trees leads towards a country guest house, offering a serene path. Inside, a spacious bed is paired with contemporary nightstands and lamps. A private pool shines under clear skies, featuring a neatly manicured surrounding area and lounge chairs for relaxation.

Guesthouse in Glen Allen

4.85 out of 5 average rating, 593 reviews

Private and Quiet Pool House Convenient Location

Pool is open from Memorial Day to early October. This country guest house is very clean with a simple design. It's conveniently located seven miles away from Short Pump where you can enjoy dining, shopping, and entertainment. You will experience a quite relaxing retreat without leaving the city. We provide 4G wireless hotspot internet and a comfortable computer working space for business travelers. Grocery stores, business center, and banks are nearby.

Guest favorite

The spacious living area features a green couch, a reclining chair, and a wooden coffee table, arranged on a soft area rug. Light streams in from the high ceiling, highlighting framed plant artwork on the wall and a glimpse of the kitchen in the background.

Apartment in Monroe Ward

4.96 out of 5 average rating, 104 reviews

Spacious unit in Arts District

Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

Guest favorite

The entrance to the cottage features a dark door with a keypad, framed by a large window and plants. A stone walkway leads to the door, surrounded by green grass and landscaping, with a spacious yard visible in the background.

Guesthouse in Glen Allen

4.86 out of 5 average rating, 109 reviews

Cozy Pet-Friendly Cottage •Fenced Yard •Short Pump

Animal lover’s Cozy Cottage. We host pets with their people. Keep it simple at this peaceful and centrally-located place. The Studio apartment is perfect for two adults and a child. In Short Pump, close to restaurants, shopping, and highway 64, 288, and 295 (5 minute drive; not walking distance). Large fenced yard and pet friendly (See Other Details to Note for important information). Pet fees are per pet.

Top guest favorite

A charming home is set amidst lush greenery, featuring a light-colored exterior with a stone chimney. The neatly landscaped front yard includes colorful decorative letters spelling 'LOVE,' enhancing the welcoming feel of the property. A spacious porch is visible, inviting relaxation.

Guest suite in Henrico

4.9 out of 5 average rating, 606 reviews

Kindness Sweet

** check in will be after 5 with an extension of checkout at 12. TY) Private suite for Max of 2 ($10 for 2) Connected to the main house, where the owner lives. Separate entrance is behind the home (yellow dr) that leads through a laundry room into your space. Down the drive, around the house. Great for traveling nurses, etc. HenricoDr, St.Mary's, & VCU. We welcome paying guests only that are respectful.

Top guest favorite

The bungalow features a covered porch adorned with string lights, accented by a manicured garden and flowering plants. The brick exterior is complemented by a welcoming entryway, creating an inviting atmosphere. Meticulous attention to cleanliness is emphasized in the home’s maintenance.

Bungalow in Richmond

4.98 out of 5 average rating, 642 reviews

The Bungalow... an Urban Oasis!

"The Bungalow" will delight the traveler looking for an urban oasis. Eclectic with 1942 charm. Covered porch is everyones favorite and overlooks relaxed garden and pond with privacy fencing. Downtown, Carytown, VFMA, Lewis Ginter Botanical Garden, Ballpark, VCU, multiple Breweries and unlimited culinary experiences are minutes away! (Look under "Other details to note" for Dog info".