Holiday rentals with breakfast in Madison County

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Popular amenities for Madison County Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Superhost
Home in Front Royal
4.92 out of 5 average rating, 79 reviews

Treetop Retreat

RachelRating, 5 stars2 weeks ago
Had a wonderful stay at Kelly's place! The home was very clean and had a great deal of kitchen amenities which was really helpful for cooking. The outside front of the home needs some work on curb appeal, but the inside is fantastic. Great views and gorgeous location! Pre-check in instructions were very clear and helpful!
Superhost
Home in Culpeper

Vacation Home Near Wedding Venues & Sunset Hikes

OliviaRating, 5 stars5 months ago
We had a great stay. The house is in a lovely historic neighborhood, easily walkable to downtown Culpeper which has restaurants, a movie theatre, shops, and a nice park with a playground. We took the train from DC and stayed for a couple of days without a car. The host was super responsive, flexible, and put out a nice continental breakfast each day with plenty of coffee and tea. There was lots of room to spread out both inside and outside. As the listing says it's dog friendly, so if you have allergies consider bringing your medicine with you. All in all a great place and we'd stay again.
Top Guest favourite
Home in Charlottesville
4.97 out of 5 average rating, 140 reviews

Wakefield Ct | Private Parking spots | Fast WiFi

JennieRating, 5 stars1 day ago
This was a great house in a cute neighborhood which was just a short drive away to downtown Charlottesville and UVA. Our family of 6 had plenty of room to spread out and we especially loved the sunroom to hang out in. Central AC was especially appreciated on the hot summer days! If you plan to do a lot of cooking you might want to bring your own sharp knife but otherwise we had everything we needed. The fridge was stocked with all sorts of goodies as well which was an added bonus!
Home in Woodstock

“Destination Woodstock”

SeleneRating, 5 stars6 months ago
Lisa gave great recommendations. We enjoyed great wine tasting and the Skyline Caverns. The next day we did the Skyline drive and the Filibuster distillery. Woodstock is very walkable. Cute downtown and very good restaurants. We will definitely go back Thank you Lisa for a great time.
Guest favourite
Home in Mineral
4.95 out of 5 average rating, 19 reviews

Lake Life with all the Views!

DawnRating, 5 stars2 weeks ago
Home was beautiful and had everything we needed. There were a few hiccups upon arrival but everything was easily taken care of. It was a great layout for our needs with plenty of room. The view of the lake was amazing. Will definitely stay here again.
Superhost
Home in Luray
4.7 out of 5 average rating, 80 reviews

Luray Farmhouse on the River

JennaRating, 5 stars9 months ago
My family loved the house! It's lovely with large rooms! Great kitchen and dining area! We loved the porch and property! So thankful to be able to take our dog too!
Home in Orange
2.75 out of 5 average rating, 4 reviews

Waters Edge Retreat on Lake Anna

ClaireRating, 5 stars8 months ago
This house met the needs of our large group for a long weekend. It was great to have enough beds for everyone and separate spaces such as the upstairs and downstairs living areas so everyone didn't feel on top of each other. The kitchen was well stocked with cooking supplies so that we could even cook a full meal for the group. The hot tub and deck were a lovely way to end the night.
Top Guest favourite
Private room in Jeffersonton
4.99 out of 5 average rating, 111 reviews

Pet-Friendly Private Suite With Luxury Breakfast

KateRating, 5 stars7 months ago
This is the best air bnb I’ve ever stayed at! Amber was an amazing host and she went the extra mile to make us feel comfortable and welcome. From the parking instructions (we had a trailer to back in) to the full on gorgeous and delicious breakfast, we were just blown away by the hospitality. The space is thoughtfully curated and very comfy. There’s everything you need, but no clutter. It looks like someone took a picture out of a magazine and made the perfect air bnb. There’s privacy, 2 bedrooms, a private balcony, and private HUGE bathroom plus a shared living room space and dining room/kitchen. We were able to bring our dog and she had a huge yard to run around in. I would give this place 10 stars if I could…don’t pass up on this place!

Apartment rentals with breakfast

Top Guest favourite
Apartment in Madison
5 out of 5 average rating, 62 reviews

Rosemary's Nest LLC

EdwardRating, 5 stars8 months ago
Rosemary's Nest is awesome! The view off the front porch is a different movie every night. Old Rag, White Oak Canyon and the Skyline Drive are about 40 minutes away, Culpeper is 16 miles away. I suppose we were a little different type of guests, as we stayed ~six months. I was there to recover from a full hip replacement and the steep-ish driveway was perfect for physical therapy. Rosemary and Joe became like family, kept an eye out for us and they invited us upstairs for many delicious dinners and a Civil War quiz. If I have to get my other hip done in the next year or so, we certainly will be returning!
Guest favourite
Apartment in Orange
4.94 out of 5 average rating, 406 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

MistyRating, 5 stars1 day ago
Irene is amazing and so is her home on Lake Anna! Great space with privacy and access to lake and amenities. Irene went above and beyond - even coming to pick us up from dinner when our Uber cancelled on us. Such a great experience and highly recommended staying here!
Guest favourite
Apartment in Sperryville
4.99 out of 5 average rating, 81 reviews

The Engham Apartment at Before & After

David And ConstanceRating, 5 stars1 month ago
We had the most wonderful anniversary celebration. Kerry's place The Engham Apartment at Before & After is perfect for a romantic get away. The breakfast is delicious and the staff friendly and inviting. Sperryville has so much to offer and we will be back soon.
Apartment in Charlottesville
4.67 out of 5 average rating, 3 reviews

2 bedroom Condo in UVA and JPJ area

AdamRating, 5 stars25 months ago
For a visit to UVA (for orientation, graduation, or ...), Penny's place is a great match (if you are walkers like my family). 1. Extremely peaceful, looking out at trees w/birds chirping away w/o a hint of road noise. We enjoyed coffee in the morning on the terrace. 2. Convenient ... <10 minutes walk to a big shopping center and <30 minutes to center of UVA campus. 3. You're visiting someone's home (fully equipped kitchen, lots of plants due to Penny's evident green thumb) w/many thoughtful items to make the stay easier/more enjoyable (fruit, coffee/tea, snacks, breakfast foods, lots (LOTS) of towels, etc ...) Penny, in communication, undersold her home -- yes, it is an older (not renovated) place (not the Ritz Carlton) -- but it made for a very comfortable base for graduation weekend events. NOTE: Be aware that there is no WiFi.
Top Guest favourite
Apartment in Boston
5 out of 5 average rating, 25 reviews

come and stay at bird song hill

PaigeRating, 5 stars2 days ago
We really enjoyed staying here for a birthday weekend. The place was quiet and very clean with good AC. We enjoyed relaxing mornings drinking coffee on the porch. The location is great- a 35 min drive to hiking at White Oak Canyon and a 15 min drive into town. The property is pet-friendly and there are plenty of places to walk a dog. There is a dog that lives in the house on site who may bark occasionally, but he stayed inside and was no bother at all. Yvette was there to greet us for check in and check out. She was friendly and responsive and we appreciated the extra touches like snacks and wine. We’d stay again!
Private room in Massanutten
4.6 out of 5 average rating, 5 reviews

Two Bedroom Two Bathroom Massanutten Resort Stay

MoniqueRating, 5 stars26 months ago
My family and I had a wonderful stay at Massanutten. The surroundings were nice and clean. The condo we rented from Brenda was spacious, clean and felt like home. We had a 2 bedroom/2bath condo with fireplace, LVP flooring, sectional sofa and balcony with a great views of the mountains and golf course. Everything we need to make meals was available in the condo and grocery stores were just a 10 min drive away. We purchased tickets for the water park and adventure park which had lots to do. We will definitely plan to go back again during the summer months.
Top Guest favourite
Apartment in Charlottesville
4.98 out of 5 average rating, 56 reviews

The Loft at Firefly: Studio Apt with Arcade Games!

SarahRating, 5 starstoday
had a great stay here for 5 nights! melissa was super responsive and even gave us a heads up on any extra noise we would hear from the restaurant, but it didn't bother us at all! we even got to join in on karaoke downstairs. space is super cozy and in a great spot for going into town. excited to stay here again!
Top Guest favourite
Apartment in Crozet
5 out of 5 average rating, 490 reviews

The Barn at Haden near Wineries and C'ville

SamRating, 5 stars6 days ago
We had a wonderful stay at The Barn and would come back again in a heartbeat! Dawn and Damond were friendly, approachable, and provided all kinds of local recommendations during our visit. Their apartment was spotless, light, and equipped with just about everything one could need. We'd highly recommend to anyone looking for a peaceful getaway, especially small families with children. Thank you so much!

Bed and breakfast rentals with breakfast

Private room in Unionville

Lynn Haven Manor Hunt Box

DylanRating, 5 stars42 months ago
Very beatuiful home in a really nice area. Hosts are super nice and accomadating.
Superhost
Private room in Front Royal
5 out of 5 average rating, 25 reviews

Rebecca's Parlor at Mountain Home

ElizabethRating, 5 stars4 months ago
Traveling is made all the more special by the people you meet along the way. We were delighted by each interaction with Lisa & Scott. We learned a lot about the native plants, and which fruits & nuts grow in their garden. Fortunately we also got to enjoy Scott’s wonderful baked goods. Breakfast was delicious & healthy. We felt do lucky to stay at the Mountain House.
Guest favourite
Private room in Louisa
5 out of 5 average rating, 10 reviews

The Boxley Place Inn B&B - Little Blue Room

RachelRating, 5 stars8 months ago
Very cute bed and breakfast in Louisa! The space was as pictured, and I enjoyed the variety they had at breakfast.
Top Guest favourite
Private room in Front Royal
4.95 out of 5 average rating, 174 reviews

The Game Room at Mountain Home

RachaelRating, 5 stars1 month ago
We had a peaceful stay. Lisa and Scott go out of their way to accommodate. There are a lot of hikers coming through and all kinds of accommodations for hikers. A real blessing for people looking to pause on their journey.
Top Guest favourite
Farm stay in Elkton
4.96 out of 5 average rating, 77 reviews

Duck Inn B&B at Small Axe Farms - no cleaning fee

ClaireRating, 5 starstoday
This AirBNB is perfect for a peaceful stop on a long road trip! We got a wonderful, tasty dinner and then sat outside to watch a beautiful sunset with the sheep and dogs. Lots of games and activities for when it got dark (love a good Jenga match!) . Great for stargazing as well! The bed was so comfortable and everything felt very clean. Great shower too! Thank you for making our first stay in Shenandoah a great one!
Private room in Locust Dale

Robinson - The Inn and Tavern at Meander

VeronicaRating, 5 stars44 months ago
This place was absolutely amazing! The grounds and everything were gorgeous and well kept. You have to enjoy the breakfast also! I recommend the omelette it was delicious. Would definitely stay here again the next time I’m up in Shenandoah hiking
Private room in Luray
4.98 out of 5 average rating, 47 reviews

Bed & Breakfast Luray Riverfront

NicoRating, 5 stars14 months ago
This was our second stay with Linda and Putter and we expect more in the future! Highlights for us are the incredible breakfasts, the big bathtub, and the exceptional warmth and hospitality of our hosts. They went the extra mile to make our trip special and we really appreciated it. Everything was comfortable and clean and we had a great view of the stars at night from the balcony. As far as location goes, it's about 30 minutes to an hour to most of the popular hiking destinations on Skyline Drive. We also liked Shenandoah River State Park for a change of pace during peak bluebell season. Linda's food really is the best we've had in the area but we enjoyed West Main Market's sandwiches and beer garden after day on the trails.
Guest favourite
Private room in Charlottesville
4.88 out of 5 average rating, 82 reviews

Blue room with queen bed-Walk to Downtown

DeniseRating, 5 stars1 week ago
We were the only ones there on our night, had the whole place to ourselves so it was quiet. We were prepared to share bathroom and kitchen! Living room and kitchen table area have enough room if people want to hang out and visit, a real “ hostel” feel. Raven gave a great, informative introduction to the house and rules. We really appreciated the breakfast supplies, egg, bread, peanut butter , jam, fruit, coffees and teas.

Destinations to explore