
Holiday rentals with outdoor seating in Middlesex County
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Top-rated Holiday Houses with Outdoor Seating in Middlesex County
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Waterfront, Private Beach, Dock, HotTub, GameRoom
5 stars! We have stayed at a number of Airbnbs in the US and Canada over the years. While we have never had a negative experience, this home exceeded ALL our expectations - a tall order indeed when traveling with 3 generations! The property struck a rare balance of serenity and fun. This was our first trip to the Chesapeake Bay and the home was a perfect example of hospitality and beauty we enjoyed around every turn of our adventure.

Waterfront~Private~Near Kilmarnock & Tides Inn
It is a wonderful, private and quiet location. Kayaking, fishing, crabbing, and all. Kristie was super responsive and helpful. I will be definitely returning.

Weems Waterfront Getaway on Taylor Creek 🎣🚣🏻♀️🛶🌅
We’ve been coming to the area for about 10 years and this is our favorite place that we’ve stayed yet! The house is so well appointed with great amenities! The property is beautiful and private!

Lancaster Waterfront Historic Home
Wonderful stay! I loved the home. Place was super clean and very comfy. Lots of nice touches in house. Went out for dinner one night. Options are limited unless you are willing to drive 30 minutes. Chitterchats second scoop ice cream is a great spot to hit up. It is helpful to have shoes that can stay in the water. There are bugs if wind isn’t blowing, so plan accordingly. No sand toys on property. I’d probably bring some next time for kids. The gas is not propane but charcoal, something I didn’t realize til I arrived. Saw turtles, snakes, bald eagle, deer, bunnies and even a shark sighting.

Coastal Farmhouse Getaway
My wife is a bit of a planner so scheduling a last-minute getaway is not something I do often, but I'm so glad I did. This was exactly what we needed, A few days away from the stresses of life and family. This home met all of those needs. It was quiet, secluded and overall a very beautiful location and home. It had everything we needed and more. The small towns of White Stone and Kilmarnock offered many fantastic food options which we definitely took advantage of. I would definitely recommend this place to friends and family. We have already started looking to see if we can plan a trip here with the whole family. Thanks again to our host who was very responsive and helped answer all of our questions.

Camp Rappahannock - Deltaville Waterfront Living
We had an amazing stay at Camp Rappahannock to celebrate our mother’s 90th birthday and a family thanksgiving. The house is thoughtfully outfitted and the kitchen had everything we needed to cook our feast. The location was just perfect, beautiful setting and so relaxing. We hope to visit again!

Family-Friendly Waterfront Home w/Dock & Fire Pit
This is our second time staying at this property and we’ve been over the moon with both experiences! The property is uniquely private but still a super quick drive into town where there are plenty of shops and restaurants. The inside and outdoor areas were very clean and well maintained, the kitchen is well appointed, and Nicky is very friendly and responsive to our questions. We had such a great time and can’t wait to come back!

Rappahannock River Retreat
I rented Deborah’s place for my family so they could stay close by to my home in Urbanna. The house was spotless easy to find easy to get in and very well equipped. While the weather didn’t cooperate, there was plenty to do and the house feels much larger than it is due to the open floor plan and lovely decor. The house is less than five minutes from town and there is lots of shopping close by as well as several restaurants which we visited. We really enjoyed the quiet tranquility and the well-thought-out decor. One of the best Airbnb’s I have stayed in. We will be back!
Apartment rentals with outdoor seating

“Little City by The Sea”
Glenn and Susan have a great place in a very cute town. Perfect for a quick get away to the Eastern Shore or if you need a place to stop for the night. Very clean and the bed was very comfy.

The Tarryn Elizabeth Unit B
We had a lovely stay! We will be booking again!

Cozy Waterfront Apartment with Pickleball Court
My adult son said this was the best airbnb pick I'd made over the years! We rested AND had fun switching between pickleball, basketball, putting and kayaking. Kitchen was the perfect size and had all the basics for cooking a full meal. Beds were comfortable, roomy and every room had great views of the water and property. We loved everything about our stay

Rose' Suite
Frank was a great host! We hit traffic and got in super late, and he was very accommodating! We hope to head back in the future when we can actually get to stay longer and enjoy some wine!

Apt in Wachapreague | Seaside Village | Guest Fav
Excellent stay. Allen was a pleasure to work with. Always responsive and quick. The place was spotless and had what we needed. The general store front door is adorable. I needed to have a work meeting through zoom while I was there and the internet was strong in the cottage. The town has spotty service. Thank you Allen. We would stay here again.

Family-Friendly Main St Gloucester Apt w/ Balcony!
Really enjoyed being in this beautiful place. Great location. Very well stocked, especially the kitchen. Highly recommend!

Little Cove Cottage, Couples Retreat/Mathews
Bernadette was incredibly responsive and suggested great places for us to try while we were in town. The space and location is beautiful and very peaceful.

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Had a great time at the Pelican place. TV was very accommodating and easy to communicate with. Check-in was smooth and TV even gave us welcome food & drinks. He also recommended good local spots to go. His place is located walkable distance to Tides Inn and other restaurants. Douglas (labrador pup) is also friendly and playful. We loved our stay and we’ll definitely be back!
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- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Sarah Constant Beach Park
- Ragged Point Beach
- Wilkins Beach
- Royal New Kent Golf Club
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Sandyland Beach
- Salt Ponds Public Beach
- Cape Charles Beachfront
- The Poe Museum
- James River Country Club
- Guard Shore
- Langford Sand
- Piney Point Beach