Holiday houses in Wyndham

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Top-rated holiday rentals in Wyndham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Guest suite in Glen Allen

4.98 out of 5 average rating, 122 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.

Guest favourite

Home in Ashland

4.95 out of 5 average rating, 102 reviews

Charming 3-Bedroom Home in the Heart of Ashland

Ashland’s Whistle Stop – In the heart of the Center Of The Universe. Come & enjoy this beautifully remodeled & quaintly decorated 3-bedroom 2.5-bathroom home that will enfold you in the look & feel of the Town of Ashland. Come & enjoy the custom décor that celebrates all that Ashland has to offer, such as the Train Room, the Randolph Macon inspired bedroom, the Center of the Universe Billiards Room. This home has everything you will need or want to unwind for a weekend away or an extended stay!

Top Guest favourite

Apartment in Ashland

4.98 out of 5 average rating, 42 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 the privacy and convenience of this freshly renovated accommodation, with its kitchenette, small washer/dryer, smart TV, and desk. 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.

Superhost

Home in Richmond

4.93 out of 5 average rating, 336 reviews

Eclectic Designer Retreat Near UofR + Peloton Bike

Modern design, impeccable lighting, and high-end finishes with a cozy wood burning fireplace. PELOTON exercise bike here, bring your cycling shoes! This charming private home is nestled in the heart of Westhampton just one mile from the University of Richmond and Libbie and Grove AVE. Surrounded by some of Richmond’s best shopping and dining and designed specifically for Airbnb guests to have a comfortable stay. Westhampton is one of Richmond’s most sought after neighborhoods. Welcome home!

Guest favourite

Guesthouse in Midlothian

4.87 out of 5 average rating, 114 reviews

Adorable 1-bedroom guesthouse

Adorable guest house located above the detached garage on same property as the main house. Perfect for traveling healthcare workers needing monthly stay or quick trips for tourists visiting RVA. All basic cookware and toiletries provided. Guests have private entrance, free parking, and contactless check in. 9min to chesterfield town center 10min to westchester commons 10min to Johnston Willis hospital 15min to st. Francis medical center 17 min to Chippenham 20 min to river city sportsplex

Top Guest favourite

Apartment in Rockville

4.97 out of 5 average rating, 280 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 favourite

Guest suite in Midlothian

4.97 out of 5 average rating, 145 reviews

Chateau Midlothian Retreat Suite

The perfect guest suite waiting to great you to relax in this cozy retreat. Full renovation completed in 2022, including all new furnishings. As an Airbnb traveler, I focused on a clean, comfortable space that guests enjoy and recommend to others. The Chateau Midlothian Suite Retreat is limited to two adult guests with reservations. No other outside guests are permitted. All guests must have their identity verified through Airbnb with at least two reviews to make reservations.

Guest favourite

Guesthouse in Ashland

4.95 out of 5 average rating, 574 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 favourite

Guesthouse in Glen Allen

4.85 out of 5 average rating, 580 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.

Superhost

Home in Glen Allen

4.69 out of 5 average rating, 32 reviews

Lake/retreat shortpump Richmond Castlewood Estate

Enjoy a peaceful country retreat with convenient suburban amenities! Our country estate in NW Glen Allen is close to Hunting Hawk golf course, Oakdale wedding venue & new covered public pickle ball courts. We are minutes from Glen Allen sports complex, Striker field, Short Pump shopping, restaurants & entertainment. This 5 bedroom, 4.5 bath home, offers 4030 sqft of indoor living on 9 acres with a private lake & plenty of parking. No parties/social events.

Top Guest favourite

Cottage in Powhatan

4.94 out of 5 average rating, 281 reviews

August $65 (Sun-Thu 1 nights) $125 (Fri-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. Pet fee $50. No aggressive breeds including Pitbulls. All monies go toward our Horse sanctuary 501c nonprofit. Cleaning Fee is $50.

Guest favourite

Guest suite in Henrico

4.89 out of 5 average rating, 587 reviews

Kindness Sweet

** July 30&31 &Aug 7&13 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.