Holiday rentals with outdoor seating in Middlesex County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Middlesex County outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Kilmarnock
5 out of 5 average rating, 35 reviews

Waterfront, Private Beach, Dock, HotTub, GameRoom

BenjaminRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Weems
5 out of 5 average rating, 29 reviews

Waterfront~Private~Near Kilmarnock & Tides Inn

NickRating, 5 stars1 week ago
It is a wonderful, private and quiet location. Kayaking, fishing, crabbing, and all. Kristie was super responsive and helpful. I will be definitely returning.
Top Guest favourite
Home in Weems
4.96 out of 5 average rating, 77 reviews

Weems Waterfront Getaway on Taylor Creek 🎣🚣🏻‍♀️🛶🌅

LauraRating, 5 stars1 day ago
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!
Guest favourite
Home in Lancaster
4.97 out of 5 average rating, 30 reviews

Lancaster Waterfront Historic Home

natalieRating, 5 stars4 days ago
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.
Guest favourite
Home in White Stone
4.94 out of 5 average rating, 111 reviews

Coastal Farmhouse Getaway

SeanRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Deltaville
4.99 out of 5 average rating, 113 reviews

Camp Rappahannock - Deltaville Waterfront Living

CamRating, 5 stars6 months ago
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!
Guest favourite
Home in Kilmarnock
4.91 out of 5 average rating, 23 reviews

Family-Friendly Waterfront Home w/Dock & Fire Pit

ChristyRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Urbanna
4.93 out of 5 average rating, 15 reviews

Rappahannock River Retreat

Mary BethRating, 5 stars2 weeks ago
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

Top Guest favourite
Apartment in Wachapreague
4.97 out of 5 average rating, 165 reviews

“Little City by The Sea”

LyndseyRating, 5 stars4 days ago
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.
Superhost
Apartment in Tangier
4.75 out of 5 average rating, 12 reviews

The Tarryn Elizabeth Unit B

TaylorRating, 5 stars1 week ago
We had a lovely stay! We will be booking again!
Top Guest favourite
Apartment in Cobbs Creek
5 out of 5 average rating, 36 reviews

Cozy Waterfront Apartment with Pickleball Court

WendyRating, 5 stars2 weeks ago
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
Apartment in Dutton
5 out of 5 average rating, 5 reviews

Rose' Suite

TrinicaRating, 5 stars45 months ago
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!
Guest favourite
Apartment in Wachapreague
4.94 out of 5 average rating, 70 reviews

Apt in Wachapreague | Seaside Village | Guest Fav

KristyRating, 5 stars1 month ago
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.
Apartment in Gloucester
5 out of 5 average rating, 3 reviews

Family-Friendly Main St Gloucester Apt w/ Balcony!

BethRating, 5 stars3 weeks ago
Really enjoyed being in this beautiful place. Great location. Very well stocked, especially the kitchen. Highly recommend!
Top Guest favourite
Apartment in North
4.98 out of 5 average rating, 228 reviews

Little Cove Cottage, Couples Retreat/Mathews

AlyceRating, 5 stars3 days ago
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.
Top Guest favourite
Apartment in Irvington
5 out of 5 average rating, 80 reviews

Pelican Place, Cozy Retreat | Pool | Walk to Tides

GailRating, 5 stars2 days ago
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!

Destinations to explore