Holiday rentals in Kilmarnock

4.96 out of 5 average rating, 117 reviews

PORT DITCHLEY - Northern Neck Waterfront Home

Enjoy the Northern Neck as you overlook the Chesapeake Bay & Pretince Creek, while relaxing on the waterfront setting of this 3 bedrm & 2.5 bathroom house. Enjoy crabbing & fishing (w your rod) on the pier; if you are arriving by boat, dock has deep water. 2 kayaks provided & I have 25 kayaks to rent at a reasonable price. Ditchley Cider Works is a 1/2 mile walk/ride House is 5 minutes from Kilmarnock. Enjoy the local wineries, restaurants, shopping, antiques, seafood, tranquility, & nature.

4.99 out of 5 average rating, 116 reviews

Home in Irvington

The Rosé Retreat: Pool-Screened Porch-RELAX

Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

4.99 out of 5 average rating, 114 reviews

Cottage in Weems

The Crab Shack

Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.

4.96 out of 5 average rating, 129 reviews

Belle Haven - perfect cottage for Girls' Weekends!

Escape to our charming, newly updated cottage, thoughtfully decorated to create a cozy home away from home. Just a 10-minute walk brings you to the heart of Kilmarnock, where you'll find shops and restaurants. A short drive will take you to Irvington and White Stone, where you can explore more dining, shopping, and attractions like The Tides Inn and Compass Entertainment. Nestled in a quiet neighborhood, the cottage offers plenty of privacy, and a fenced yard perfect for your furry companion.

Guest house in White Stone

4.98 out of 5 average rating, 188 reviews

Waterfront Guesthouse I on the Rappahannock

The “Bay House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has a beautiful Bay view and includes access to our private beach & dock (w/ guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath w/ jetted tub, covered patio and carport. The 2nd floor features a large bedroom, king bed and 1/2 bath.

4.94 out of 5 average rating, 155 reviews

Home in Reedville

Sunkissed Cottage-private, natural waterfront home

Want a cozy, private getaway surrounded by nature, lush trees, beautiful sunsets on the Little Wicomico? Sunkissed Cottage is cheerful home full of wonderful amenities! Enjoy drinking coffee on the porch watching the deer and birds. Take a 2 minute walk down our path through the woods to our waterfront where you can enjoy the water. Our home has high speed internet, smart tvs in every bedroom, corn hole boards, firepit and gas grill. The kitchen is well stocked for all your culinary needs.

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Campervan/Motorhome in White Stone

4.88 out of 5 average rating, 122 reviews

“Old Smokey”A cozy, single bedroom, unique getaway

"Old Smokey" is a 1965 pull-behind camper that has been beautifully remodeled. It is cozy, rustic and has been restructured with lots of love. You can enjoy breathtaking sunrises and sunsets. The camper has both air conditioning and a wood stove. "Old Smokey" is a unique and romantic glamping experience. You can cook delicious meals on the propane stove/grill or visit one of our charming local restaurants. This is the perfect location to relax and reset, either solo or with someone special.

4.99 out of 5 average rating, 111 reviews

Home in White Stone

1891 Coastal Charmer: fully renovated farmhouse

Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

4.91 out of 5 average rating, 195 reviews

Cottage in Reedville

"Dragonfly" Waterfront Cottage on Chesapeake Bay

Bayfront beach vacation? Kayak out to dolphins? Breathtaking sunrises & sunsets? Yes, please! Relaxation and fun await at 'Dragonfly', a gorgeous cottage right on the Chesapeake Bay with spectacular views from every room. Nestled on acres and acres of waterfront, this magical property has its own cove for all the swimming, kayaking, SUP boarding and fishing you can manage. If you love nature, bring your water shoes and sense of adventure and we will take care of the rest!

4.92 out of 5 average rating, 118 reviews

Flat in White Stone

The Fish House

Looking for a rustic, salty, and authentic stay? Look no further! The Fish House is located on Harper's Cove which is just a short boat ride away from the great waters of historic Antipoison Creek and the mighty Chesapeake Bay. This one bedroom, upstairs apartment is spacious and inviting. The property is a bustling place with lots of local boaters and watermen. This genuine piece of Northern Neck heritage is sure to keep folks visiting this area for years to come.

4.95 out of 5 average rating, 138 reviews

Cottage in Reedville

Bull Neck Cottage

The cottage is located near "downtown" Reedville and provides a clean, comfortable and economical getaway. Come and enjoy water related activities and beautiful sights of Virginia's Northern Neck and the Chesapeake Bay. Tour the Watermen's Museum; cruise across the Chesapeake Bay to Tangier Island; walk, bike or kayak around Reedville, take a fishing charter or launch your boat nearby; enjoy great waterfront seafood restaurants; or just relax with a book.

4.94 out of 5 average rating, 524 reviews

Guest house in Saluda

Wooded Cabin retreat on fresh water pond

If your looking for a quiet place in a wooded setting, this is it. Cabin has view of private 7.5 acre pond, deck and walking trail to the scenic Dragon Run, with canoe portage. You are welcome to bring your canoe/kayak. Bird watchers, wildflower enthusiasts will enjoy what the Dragon Run has to offer. If shopping or history is your interest, this cabin is only 45 min away from Williamsburg, and will give you a place to relax. This is a pet friendly cabin.

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Other great holiday rentals in Kilmarnock

5 out of 5 average rating, 59 reviews

Secluded beach front cottage on the Chesapeake Bay

AngieRating, 5 stars1 month ago

My absolute favorite airbnb ever ! This was the 3rd time I've stayed here, and if I could afford it, I'd go monthly. The location is perfect, right on the water, small private beach, lots of privacy and soooo incredibly relaxing. The house is very well laid out, super clean and comfortable. Keri provides more than most hosts, from the kitchen and bathrooms, to beach gear, movies, books, games, and the kayaks ! I love love love this house and location so very much. It feels like "my" home away from home and I'll continue to go back as much as possible. THANK YOU again Keri, for another amazing getaway !

5 out of 5 average rating, 10 reviews

Home in White Stone

Serenity on the Bay | Dock | Kayak | Fish

MeganRating, 5 stars2 months ago

House was fabulous! It looks even better than the pictures! Everything was spotless and the kitchen had everything we needed plus more. It was a girls weekend birthday celebration for 5 of us and there was plenty of room for everyone. We loved that each one of us had our own bedroom/bathroom. The view is spectacular. Host very responsive to any questions we had. We hope to return next year!!

5 out of 5 average rating, 44 reviews

Home in Urbanna

Blue Pearl Cottage

BruceRating, 5 stars2 weeks ago

We LOVED our stay at Blue Pearl Cottage. It was clean, comfortable and cozy. Ben and Ashley thought of every detail how to meet guests' needs. The location is superb - peaceful and serene. LOVE the screened porch, as did our pooch - a perfect spot for him to hang out! Only wish we had more time there... hope to visit again.

5 out of 5 average rating, 27 reviews

Home in Weems

Waterfront~Private~Near Kilmarnock & Tides Inn

AbbyRating, 5 stars2 weeks ago

Kristie’s place was great; felt very clean and comfortable. We loved that she provided a basket of local info and menus. We also enjoyed the waterfront view and using the provided kayaks in the cove. The patio furniture was very comfy, clean, and relaxing. Loved seeing the deer visit us most days. Kristie’s communication was outstanding from beginning to end with clear and easy instructions. Highly recommend!

5 out of 5 average rating, 14 reviews

Home in White Stone

The Guesthouse

LaurelRating, 5 stars3 weeks ago

We thoroughly enjoyed our stay at The Guesthouse. The place is like a home away from home, with a well-stocked and modern open kitchen, games and other activities ready to play, and many ways to regulate the temperature of any area. We also appreciated that there were extra blankets and towels in case we needed them. It is a bit of a drive past the intersection in White Stone proper, but the drive is relaxed and interesting. We would definitely stay here again in the future!

4.93 out of 5 average rating, 94 reviews

Cottage in Kilmarnock

Creeks End Farmhouse

TonyaRating, 5 stars2 weeks ago

We had a great day wonderful views of the river. Love the screened in porch and the swing and the beds were super comfortable. The kitchen had everything we needed in my family loved fishing off the dock.

5 out of 5 average rating, 5 reviews

Boat in Kinsale

Spend the Night on the River

QuinnRating, 5 stars5 days ago

Unique experience to stay on a boat! We had a lovely night on the boat at The Slips Marina! Annie is super kind and it's clear that they have created a community atmosphere at The Slips. They invited us to a birthday party being held at the bar and there was a taco truck for the party for dinner. The market up the street is very cute. The boat itself is very nicely appointed with a rather large bed in the bow, comfy linens, snacks, and everything you need. I felt like we were glamping on a boat, but with nice bathrooms a short walk (30 sec) away. We swam in the pool, played table tennis, and relaxed.

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