Pet-friendly holiday rentals in Middlesex County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Middlesex County pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Kilmarnock
4.84 out of 5 average rating, 49 reviews

Walk to Downtown Kilmarnock/Lancaster

HurstRating, 5 stars4 months ago
The house was perfect for two couples, though sharing one bathroom required some scheduling. Nice kitchen. The location is great with an easy walk into town. A quiet neighborhood with private driveway parking added to the relaxing stay. The big plus is that this house is pet friendly. Our host communicate well and made our stay worry free.
Superhost
Home in Lancaster
4.93 out of 5 average rating, 42 reviews

Private Peninsula, Luxury, River Retreat

DianRating, 5 stars4 months ago
We love the house 🏠 clean decoration beach team. We loved the fire pits for roasting s’mores the kids love the corn hold game. Lots of trees private. The views from the deck on the lake was calming. Definitely would stay again. Host was very good responsive and friendly.
Guest favourite
Home in Irvington
4.88 out of 5 average rating, 48 reviews

Sidewalks to Restaurants & Shopping, Pet Friendly

LaurenRating, 5 stars5 days ago
We love staying here and this was our 4th time. Great house for a family or group of friends. The location is perfect - great town of Irvington and a quick trip to the water. We'll be back!
Guest favourite
Home in Gwynn
5 out of 5 average rating, 7 reviews

Still Waters Cottage

MichelleRating, 5 stars8 months ago
Great house to stay. Very clean. Golf cart is a must. Don't have to walk anywhere. We will stay here again or maybe his other house on the island. 😁
Guest favourite
Home in Saluda
4.93 out of 5 average rating, 60 reviews

Country Ranch close to area historical attractions

KristaRating, 5 stars2 months ago
We were here for a work trip in West Point, VA. We were originally planning on staying in West Point, but the properties were way out of budget. Anthony’s place was perfect. It was a short drive to the job site and town. It was within budget. He was super responsive and his place was exactly what we needed!!
Top guest favourite
Home in Deltaville
4.99 out of 5 average rating, 112 reviews

Camp Rappahannock - Deltaville Waterfront Living

JessicaRating, 5 stars5 months ago
Beautiful home and location was easy to find. Back screened in porch was perfect to enjoy the cool fall weather and views. Has all the amenities a family would need. Didn’t have any little ones but had everything for someone traveling with infant/toddler. Loved the antique furniture and bedrooms were spacious and beds comfortable. The bathrooms were also large and equipped with towels and other items only wish that there was 1 more bathroom however in a house of that age they were updated and no issues with the water. Kitchen was well equipped and organized which is not often seen. Outside fire pit was great and would have loved to use the other outdoor items which is why we will be back. Everyone had a great time.
Top guest favourite
Home in Deltaville
5 out of 5 average rating, 11 reviews

Tiny 2 Bedroom House in Deltaville

SimoneRating, 5 stars5 months ago
Brent was incredibly accommodating and flexible. His place is great and served the purposes for what we need. It was well-appointed and had all necessary amenities. Highly recommend his place!
Guest favourite
Home in White Stone
4.81 out of 5 average rating, 53 reviews

Beach House with Private Beach, Kayak, and Canoe

LindaRating, 5 stars4 months ago
This is our fourth? fifth? stay at Sundar's lovely spot. Private, gorgeous beach out back, great expansive views out front with ships in the distance. Home is very comfortable. We are always there in November so don't swim, or kayak, or fish. Just enjoy the comfortable home and the walks on the beach. Sundar is always very responsive and available. Kitchen has everything you need. Appliances are great. Beds are comfortable. No clutter of owner's cast-offs which many airbnb homes have. We will be back next year!!

Pet-friendly home rentals with a pool

Top guest favourite
Tiny home in Cape Charles
4.98 out of 5 average rating, 309 reviews

The Laughing King Retreat Honeymoon Island Cottage

AndrewRating, 5 stars6 days ago
The Laughing King (and the Honeymoon Island Cottage in particular) were fantastic! A wonderful quick getaway from DC for couples. The property is gorgeous - a farm with a historic old house that is the main lodge, surrounded by hundred-year-old oak trees, a standalone cottage (that we stayed in for 3 nights), open fields, a saltwater pool, and private beach with dock and a boat and SUPs for guest use. MJ serves up gourmet breakfasts (eggs Benedict, avocado toast, French toast, quiche, etc. over the course of our stay) + coffee in the morning and also dished out recommendations on local spots to visit. 100% will be back!
Top guest favourite
Home in Hartfield
5 out of 5 average rating, 24 reviews

Maddie's Place

AdamRating, 5 stars6 months ago
The place is perfect for a group. Comfortable rooms, kitchen and couch area. Add in the games room and you have everything you need for fun nights. We were in the area for a sports competition and this location is only 10 minutes away.
Superhost
Holiday home in Burgess
4.8 out of 5 average rating, 10 reviews

Northern Neck Waterfront

MelanieRating, 5 stars8 months ago
Our stay at Brian's Place Aug 17-24, 2024 was just what we needed. The area was quiet, peaceful, and restful. The pool was used everyday; we skimmed it daily and it easily stayed clean for the whole week. My husband and sons crabbed everyday from the docks; lots of crabs caught for the week. The house was quite comfortable. The kitchen was, by far, the best equipped for a vacation rental; felt like I was right at home. The beds were quite comfortable. The whole house had lots of light. There was no TV but the internet (Starlink) was blazing fast so we brought our own devices including a TV and a Firestick...voila...access to TV! I very much appreciated the house being pet friendly as we always want to travel with our sweet pup. Restaurants we visited were Great Fortune Chinese (Kilmarnock), Horn Harbor (3 - 4 minutes from the house!) , Los Patrones (Burgess), and Crazy Crab (Reedville) ---- all with varying price points, all we would gladly re-visit. Great week, highly recommend!
Superhost
Cabin in Williamsburg
4.67 out of 5 average rating, 58 reviews

Pet Friendly Deluxe Cabin in Williamsburg, VA

NataliaRating, 5 stars8 months ago
My husband and I along with our 2 dogs had great weekend stay at the Williamsburg campground. The cabin was just very clean and comfortable with all we needed for the weekend. The campground itself was wonderful with plenty of things to do, although we were there to explore Williamsburg and surrounding areas. overall a great stay and would definitely return again!!
Top guest favourite
Home in Locust Hill
4.97 out of 5 average rating, 129 reviews

Waterfront Cottage Getaway Pool/Kayaks/Fireplace

MarilynRating, 5 stars3 weeks ago
Our only complaint is we wish our stay could have been longer! Gorgeous views, lovely home and so many thoughtful details for guests. 10/10, no notes. We felt right at home and will stay here next time we’re in the area for sure!
Top guest favourite
Flat in Irvington
5 out of 5 average rating, 68 reviews

Pelican Place, Cozy Retreat | Pool | Walk to Tides

LauraRating, 5 stars5 days ago
This is our second, and not last, stay with Thomas. His place is immaculate and gorgeously decorated. And he’s the perfect host - accessible and never intrusive. He leaves thoughtful gifts and is just a great guy. We love the quiet, the pool, the lovely yard, and the beautiful walks around the place.

Private, pet-friendly home rentals

Top guest favourite
Home in Deltaville
5 out of 5 average rating, 42 reviews

Ships Watch On The Bay With Endless Water Views

FlorenceRating, 5 stars1 month ago
This is a true gem. The location is beautiful, and quiet, and the views of the bay are phenomenal. We travel often-no less than 8-10 times per year and we stay at a lot of Airbnbs, but this one for sure stands out among many of the others. The cottage has been renovated/redecorated and everything was done perfectly . The kitchen and appliances are just terrific. The beds are comfy. And there is everything you could need as far as towels, shampoo and conditioner, soaps, hair dryer; the kitchen is perfectly stocked-all of the appliances large and small you could need, plus Lisa keeps things like treats available and new /fresh condiments in the fridge. It was a treat/delight to stay and we will 100% be back again.
Guest favourite
Cottage in Lancaster
4.94 out of 5 average rating, 140 reviews

Summerfield Guest Cottage

JohnRating, 5 stars8 months ago
The cottage was as described and then some! The pictures showed a good sample of the property. The host was very welcoming and pleasant to chat with. There was a binder inside with recommendations for sights and places to see. We were able to enjoy the sunset off the pier while swimming in the water. The natural beauty and tranquility of the land made the stay so worthwhile.
Home in Gloucester
4.9 out of 5 average rating, 100 reviews

Waterfront Golden River Watch

PatriciaRating, 5 stars4 months ago
Beautiful place and a private setting. Everything was as described. There is plenty of space. Loved that we were able to have our doggies with us too. We would definitely come back!
Superhost
Home in Weems
4.33 out of 5 average rating, 3 reviews

Charming Waterview Retreat

BrendaRating, 5 stars7 months ago
great host, beautiful home, wonderful area. exactly how it is shown and described in pictures
Top guest favourite
Home in Weems
5 out of 5 average rating, 23 reviews

Oyster Cove Getaway~Waterfront Private Retreat

Melissa Rating, 5 stars1 week ago
A quiet neighborhood and waterfront. We really enjoyed the fire pit, the wide, open space inside and out and the comfortable beds and couches. The kayaks were a plus, along with the PacMan, air hockey and other games in the garage. We spent lots of time there! The house is close to Kilmarnock with all the big box stores and a hospital. An adorable Main Street also! We enjoyed our stay!
Cottage in Lancaster
4.8 out of 5 average rating, 107 reviews

Creek cottage getaway

ShawnRating, 5 stars1 day ago
Wayne was a awesome host and Our stay was great very peaceful and relaxing. We were able to catch a lot of fish off the dock, as well as seeing Deers the house is cozy and as always enjoy our time there.
Superhost
Home in Gloucester
4.6 out of 5 average rating, 30 reviews

Updated Midcentury Waterfront Cottage

DavidRating, 5 stars9 months ago
Great for what we needed! Thanks for the hospitality over 4th of July

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