Guesthouse vacation rentals in James River

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Popular amenities for James River guesthouse rentals

Family-friendly guest house rentals

Guest favorite

Guesthouse in Charlottesville

4.91 out of 5 average rating, 146 reviews

The Cottage at Eastwood Farm and Winery

JosephRating, 5 stars4 months ago
Fantastic spot to enjoy a weekend in Charlottesville. There is a place to sit outside underneath two large holly trees, and the location is right next to a wonderful winery. It was well situated to wineries in the area, grocery stores in Charlottesville (Wegmans is 5 minutes down the road), and also near Monticello-Saunders Trails (5 minutes down the road). My only complaint is some of the dishes/utensils weren't cleaned, presumably by previous renters.
Superhost

Guesthouse in Chesapeake

4.86 out of 5 average rating, 170 reviews

Beautiful secluded 1BR apartment

LindaRating, 5 stars22 months ago
Great long term stay! Spacious apartment over a garage for our car and a new washer & dryer we really appreciated. Great value for $. Excellent zoned baseboard heat during cold weather. Be aware of the very steep exterior stairway though. Kurt is a fantastic host with excellent communication skills. If you have needs/questions don’t hesitate to reach out. Beautiful nearby hiking trails at Great Bridge Battlefield. Oak Grove Lake and Chesapeake Arboretum also have enjoyable trails. Highly recommend Bergy’s Breadbasket (farm market) on Mt. Pleasant east of Centerville for amazing shakes and sandwiches on homemade bread. Veteran owned Pale Horse Coffee is a must for us when in the area. And thank you for your service Kurt and Traci!
Guest favorite

Guesthouse in Halifax

4.97 out of 5 average rating, 219 reviews

Hunter's Retreat at Springfield 1842

MarthaRating, 5 stars1 week ago
What a find! Lovely setting with horses and Galloway Belted cows on their farm. Our cabin (The Hunter Cabin) had a delightful rustic, old feel to it. Very quiet and peaceful. This would be a great cabin for a family, also. Two double beds upstairs and a California king on the main floor. We were originally looking for a B&B to celebrate our anniversary, but this was much more enjoyable. And if you like great dining, The Molasses Grill in Halifax town is about 20 minutes away. Kelly was very responsive to our needs - and made us feel right at home. (Loved the s'mores supplies, coke and a glass bottle of milk in the fridge!) Thank you, Kelly, and your staff for a memorable stay!
Guest favorite

Guesthouse in Farmville

4.98 out of 5 average rating, 286 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

BradRating, 5 stars3 weeks ago
Cindy is always so responsive and polite! I love the alpacas and working dogs. The place is always clean and has everything you need. 10 minute drive from downtown Farmville. Highly recommended.
Guest favorite

Guesthouse in Madison

4.97 out of 5 average rating, 245 reviews

Hebron Valley Cottage

WilliamRating, 5 stars6 days ago
David’s place was fantastic! It felt like a little house on the prairie. The house was absolutely spotless! Very quiet. My favorite thing though was without a doubt the view as you step out the front door. It was breathtaking!! The rolling blue ridge mountains and an endless field was right up our alley!! Thanks David!!!
Guest favorite

Guesthouse in Glen Allen

4.84 out of 5 average rating, 522 reviews

Private and Quiet Pool House Convenient Location

ShannonRating, 5 stars1 week ago
Great place! Very clean and private. Communication was excellent. If I’m ever in town again, I would definitely stay here.
Guest favorite

Guesthouse in Schuyler

4.91 out of 5 average rating, 377 reviews

Homestead at HeartRock

ChristinaRating, 5 stars1 month ago
We really enjoyed our stay. Property was beautiful. We had to drive a bit to go hiking and get dinner but we already knew that as it was thoroughly explained in the listing. Best part was their farm cat Bilbo. I’m not a cat person but couldn’t help falling in love with the sweet cuddly guy who was waiting for us when we got up and when we returned from a day out exploring.
Guest favorite

Guesthouse in Ashland

4.95 out of 5 average rating, 527 reviews

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

DanRating, 5 stars1 month ago
Ray was an outstanding host -- very communicable, helpful, and the home was perfect for our group. We stayed overnight prior to the Richmond Marathon and were really grateful we could book 1-night and had an easy access to downtown.

Guest house rentals with a patio

Guest favorite

Guesthouse in Church Road

5 out of 5 average rating, 184 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

AlexanderRating, 5 stars1 day ago
Absolutely loved our stay with our two large hound dogs. The cottage is cozy but not crowded even with the four of us in there. We had a reservation for a different airbnb fall through the day before our stay and booked this one last minute. The hosts were very accommodating and everything was spotless. Our dogs loved the trail, the lake, and the beautiful view. The hosts were very friendly when we first got there and then gave us our privacy during our stay there. It was a great first experience with Airbnb.
Guest favorite

Guesthouse in Mount Crawford

4.96 out of 5 average rating, 143 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

WhitneyRating, 5 stars3 weeks ago
I enjoyed a two week stay--my second time at Nick's place--and it was perfect for my needs. The cabin is spacious with many thoughtful touches, like a well-stocked kitchen (love the snacks!), extra cords and cables for electronics, and a variety of bathroom toiletries. The country setting is beautiful and quiet, but just a short (15-ish minutes) from JMU & Harrisonburg. Nick is a great host, proactive and responsive with communication. I travel through the area frequently and would stay here again. Thank you!
Guest favorite

Guesthouse in Yorktown

4.97 out of 5 average rating, 252 reviews

Charming Yorktown Battlefield Cottage

Robert BRating, 5 stars5 days ago
Lafayette Cottage is charming. it has many well thought out details. We really enjoyed it, and would certainly stay there again.
Guest favorite

Guesthouse in Troy

4.99 out of 5 average rating, 161 reviews

Beaver Pond Farm - Near Charlottesville

KelseyRating, 5 stars2 weeks ago
Scott and Christi were wonderful hosts and the space was perfect. Everything as described. The bed was comfortable, kitchen had everything needed to cook proper meals, plus thoughtful touches throughout the home. I loved seeing the animals out the windows each day. Unfortunately the weather did not allow me to enjoy the porch or outdoor spaces, but imagine it would be great in the warmer months. Easy to get to the highway and Charlottesville. Would definitely stay again and recommend to anyone looking for a nice, quiet stay in this area.
Guest favorite

Guesthouse in Suffolk

4.86 out of 5 average rating, 37 reviews

Lakeside Retreat

EmmaRating, 5 stars2 weeks ago
I stayed at Julie’s place for a couple months while working in the area. She was also super helpful and accommodating. Also, her backyard is stunning. Would definitely recommend this place to anyone who needed a stay in the Suffolk area!!
Guest favorite

Guesthouse in Henrico

4.98 out of 5 average rating, 50 reviews

Guesthouse at The Farmstead

SydneyRating, 5 stars1 month ago
The mother in law suite was beautiful and cozy. The bed and couch were very comfortable. Had more amenities than expected, there is a plug in burner that I didn’t see listed which was great. We brought our large dog on the trip and she loved going on walks through the field, seeing the farm animals from a distance, and most of all playing with there wonderful dogs. It is a 15 min to the closest store/fast food and 30mins to the Richmond area. It was very relaxing and cozy there we did not mind the driving to do any activities.
Guest favorite

Guesthouse in Richmond

4.95 out of 5 average rating, 238 reviews

Festive & fun private guesthouse with parking!

JoannaRating, 5 stars6 days ago
Just gorgeous. Exceeded all expectations. The Christmas decorations and all the extras made us feel like we were staying at a resort! I wish I could give 6 stars for her giant monstera.
Guest favorite

Guesthouse in Reva

4.98 out of 5 average rating, 194 reviews

Adorable cottage with partial blue ridge views

SerenaRating, 5 stars1 day ago
I come to this cottage every month for my stay when I work in the area. I love it because it is a great little place to go after my crazy busy days, and I can decompress in a quiet serene location without noise or worry here! I don’t have to go out to eat or get food for work as I can shop like I would at home and meal prep for the whole week! It is super clean and organized, I am that same way so it’s a “PERFECT” fit for me all the way around! Grateful to get to go there each time and know that’s what I’m walking into♥️

Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Charlottesville

5 out of 5 average rating, 152 reviews

Luxury tiny house 3 min from UVA

KayleighRating, 5 stars3 weeks ago
We are repeat visitors at La Casita because it is the perfect place to stay in Charlottesville! The Airbnb looks identical to the photos and is super clean and comfortable. Laura is a friendly, communicative host. Look no further, La Casita is the place for you!
Guest favorite

Guesthouse in Afton

4.92 out of 5 average rating, 555 reviews

Tiny House Bliss on Brew Ridge Trail. Wintergreen

BrittanyRating, 5 stars6 days ago
Jeremy's place was organized, clean, and close to many breweries and wineries. We would definitely reccomend this spot to others.
Guest favorite

Guesthouse in Suffolk

4.98 out of 5 average rating, 105 reviews

Country Living Guest House (Upstairs/Downstairs)

ClaudineRating, 5 stars1 day ago
We had a great time in their beautiful guest house. Everything they promised was available and more. Willis and Yvette were so sweet and personable. They put the cherry on the pie of our visit. We'd like to stay with them again when wet visit Virginia again.
Guest favorite

Guesthouse in Charlottesville

4.98 out of 5 average rating, 140 reviews

Delightful loft cottage in the heart of CVille

DebRating, 5 stars2 weeks ago
Had a super stay - the place was spotless and provided everything we were looking for! Great location - close to everything. Really enjoyed ourselves and plan on coming back!
Guest favorite

Guesthouse in Lusby

4.96 out of 5 average rating, 170 reviews

Cozy Lakeside Studio Retreat.

MauriceRating, 5 stars1 month ago
The pictures don’t do this place justice, it’s so beautiful and relaxing 10/10 we will be back
Guest favorite

Guesthouse in Richmond

4.97 out of 5 average rating, 420 reviews

A Place of Peace

AnitaRating, 5 stars1 week ago
Loved this little spot. It was so cute and had everything we needed. Clean and ready for guests. They even asked if I needed creamer for coffee being we arrived almost midnight. Mike and Kat were awesome and sweet. Above and beyond helpful. Will go back again. Looking forward to seeing them both again. 💕
Guest favorite

Guesthouse in Williamsburg

4.98 out of 5 average rating, 340 reviews

Freedom Cottage /King Bed-Jamestown/ Busch Gardens

NatashaRating, 5 stars3 weeks ago
We loved our holiday stay at Tara and Antwyne’s cottage. They were friendly upon arrival and the cottage was as described. It had all the amenities we needed and was well stocked with spices. It was 15 minutes from Colonial Williamsburg and close to stores. We would definitely stay again.
Guest favorite

Guesthouse in Richmond

4.97 out of 5 average rating, 262 reviews

Charming Forest Hill Apartment

KatherineRating, 5 stars1 week ago
Great apartment in nice area of Richmond. Loved the Little Nickle restaurant across the street. Would stay there again.

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