Cottage holiday rentals in Middlesex County

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for cottage rentals in Middlesex County

Cottage rentals with a hot tub

Superhost
Cottage in Lambton Shores
5 out of 5 average rating, 17 reviews

Relaxing cottage on Wee Lake in Grand Bend

PalomaRating, 5 stars19 months ago
My family and I truly enjoyed our stay. The location is amazing, hot tub helps wind down and the view of the lake at sundown was priceless. David’s place was extremely clean and had all the useful kitchen utensils we needed. We enjoyed everything the house had to offer. Family time at this stay was the best! David was very responsive and friendly. Can wait to return next year!
Top guest favourite
Cottage in Grand Bend
5 out of 5 average rating, 59 reviews

Priolo on the Trail-Japandi Retreat w Nordic Spa

CourtneyRating, 5 stars2 weeks ago
We had an incredible stay at Andy and Cathy's Spa Retreat and can't recommend it enough! From the moment we arrived, it was clear that they thought of every detail to ensure their guests have a comfortable and memorable experience. The space was modern, beautifully decorated, and exuded warmth and coziness. The wood-burning hot tub and sauna were definite highlights of the stay—such a unique and relaxing touch that elevated the whole experience. The thoughtful extras really made a difference, like the fully stocked coffee bar and the welcome basket, which were much appreciated. Andy and Cathy truly went above and beyond, providing everything you could possibly need and then some. I felt incredibly well taken care of and would absolutely love to return. This retreat is the perfect blend of comfort, style, and relaxation!
Top guest favourite
Cottage in Grand Bend
5 out of 5 average rating, 20 reviews

The Kayak Cottage

SaraRating, 5 stars6 months ago
I had booked this reservation for a peaceful and relaxing ladies getaway and it exceeded all of our expectations. The property is breathtaking, very clean, close to the beach and has many amenities! The weather was cold and rainy the first couple days but there was so much to do at the Property that we didn’t feel like any time was wasted! The hosts were very friendly, helpful, and respond quickly to all our inquiries. We felt right at home the moment we entered! The description and amenities listed are all accurate and the property is even prettier than the photos! Thank you so much to Judy and Jaysen for everything! I know for a fact that myself and my friends plan on returning in the future we loved it so much! If you’re considering booking this property then DO IT!! I promise you that you won’t regret it.
Guest favourite
Cottage in Lambton Shores
4.99 out of 5 average rating, 86 reviews

Luna Vibes Delight Cottage Luxury Stay & Hot Tub

KatelynRating, 5 starstoday
We booked for a girls reading retreat weekend. From the moment we stepped in the door we felt right at home. The entire place is furnished and decorated so thoughtfully. Everything is well labelled and it had everything you could ever want. We enjoyed sitting around the table eating and chatting, lounging on the couch and chatting in the hot tub. We look forward to coming back!

Pet-friendly cottage rentals

Cottage in Port Stanley
4.81 out of 5 average rating, 16 reviews

Rent the Rosebud Lodge, you'll love it!

StephRating, 5 stars8 months ago
Kelly is very responsive and personable and we were lucky enough to meet her and her husband in person! Everything you need is provided. You just show up! This is our second year renting from her and will do so again! Thanks again for a great stay in your beautiful home!
Cottage in Port Stanley
4.77 out of 5 average rating, 43 reviews

Spring dates available - weekly only in the summer

DebbieRating, 5 stars5 months ago
Great communication It resembled the picture Was comfortable and clean.
Guest favourite
Cottage in Port Stanley
4.95 out of 5 average rating, 79 reviews

Blue Moon Manor w/ Arcade

RyanRating, 5 stars2 weeks ago
We enjoyed our stay at Sarvat’s place. Location was great and the arcade was a huge hit with our crew! We would definitely stay here again.
Guest favourite
Cottage in Lambton Shores
4.96 out of 5 average rating, 108 reviews

Comfortable and Spacious Summer Cottage

CameronRating, 5 stars4 months ago
Unfortunately, I was unable to actually make it to Sue’s place due to unanticipated circumstances (not to do with the reservation). However, Sue was quick to communicate and incredibly helpful. Before even making the reservation she answered all of my questions without hesitation, provided information about the house and the surrounding area, and she responded to all of my messages in under two hours. I felt well taken care of, and I hope to be able to actually stay at her place sometime in future.
Guest favourite
Cottage in Lambton Shores
4.91 out of 5 average rating, 47 reviews

Cottage by the River | Loft Ceilings | Boat Slip

WendyRating, 5 stars7 months ago
Firstly, the cottage was clean, the beds were very comfortable as were the pillows, linens and comforters were great, nice and plentiful towels including beach towels. The bedrooms were a nice size. You do not feel cramped at all in the cottage. There is large backyard with a fire pit which comes with wood to burn. This cottage felt like home in minutes. You walk in, do a wander, and breathe; Yes!! The hosts are on top of everything. Have an issue, send a message. Their response time is very quick. Great hosts. Thanks Jillian an JP. A bonus is the pass to the Pinery which has great sand beaches and wonderful walking trails. Want to eat out try McPhersons. Good home cooking. Grogs is another good place to try. I almost forgot to mention the great neighbours. Thank you..... We hope to return next year. We highly recommend this cottage.
Guest favourite
Cottage in Port Stanley
5 out of 5 average rating, 41 reviews

2025 JUST Released Beach House w/Arcade Gym & Pool

SueRating, 5 stars3 months ago
We loved staying at John’s place. The neighbourhood was quiet, friendly and very pretty with the pastel coloured homes. What we especially loved about John’s place…..The beautiful home, cooking essentials, the location of the first aid kit, the luxurious beds, the quality of the towels, the games in the garage, the football, the walkability to the beach, the village, the location in general was excellent. We loved being able to bring our dogs. They loved the backyard, a retreat for humans and pets, with its covered porch, fire pit for the humans and a beautiful lawn for the dogs… It was the perfect place!
Guest favourite
Cottage in Port Stanley
4.91 out of 5 average rating, 55 reviews

Welcome to Creekside Cottage

AndreaRating, 5 stars6 months ago
We had an amazing visit! The location is perfect for walking to everything in Port Stanley, but also in a nice, quiet area. The cottage has everything you might ever need! We loved all of the space and especially enjoyed sitting in the sunroom as the weather was a bit chilly sometimes. The kitchen was a great size for putting together meals - we even followed an online cooking class while we were there. The dining room has a nice big table - perfect size to have fun putting together some puzzles that were there. It was a fabulous place for a weekend meet-up with my sister. Carly was very responsive to messages and answered any questioned we had. I can’t wait to come back for another visit with friends.
Superhost
Cottage in Port Stanley
4.88 out of 5 average rating, 49 reviews

Port Stanley Beach House

JessicaRating, 5 stars7 months ago
We had a truly wonderful stay! The space was clean, comfortable and inviting, exactly as described and as it appears in photos. We loved the privacy and close proximity to the Eerie Rest beach while also appreciating the walkability to the main beach and stores/restaurants. The host was friendly and helpful. Our dog is a member of the family, and we loved that the space was dog-friendly (our dog loved having the side yard to explore as well as meeting dogs on our walks around the area). Overall, my family had a great experience and we would definitely return and I also would recommend this place to others.

Private cottage rentals

Top guest favourite
Cottage in Port Stanley
4.95 out of 5 average rating, 21 reviews

The Russell Retreat

AmyRating, 5 stars2 weeks ago
Spent the weekend with 8 women at the Russell Retreat. Everything was perfect. Lots of space to sleep and hang out. The kitchen was super well stocked for preparing meals. The location is great for wandering around Port Stanley. Lots of linens, comfy beds. Would highly recommend
Superhost
Cottage in Port Stanley
4.79 out of 5 average rating, 99 reviews

Little Beach Retreat, Port Stanley

GhaliaRating, 5 stars7 months ago
Beautiful cottage! Very spacious and wonderful beach theme throughout the space. Amazing location with lots of restaurants and shops as well as the beach a quick walk away! My friends and I really enjoyed our time here :)
Cottage in Port Stanley
4.9 out of 5 average rating, 49 reviews

isolated, 1800s built cottage, lake view w/ sauna!

DanilaRating, 5 stars2 months ago
Great cozy place if you come here with a group of friends or family. The view out of the window is amazing, the lake is walking distance away, nice neighbourhood.
Guest favourite
Cottage in Port Stanley
5 out of 5 average rating, 40 reviews

Golden Days - vibrant beach house minutes to lake

AndreaRating, 5 stars3 weeks ago
We loved this house and the town! The house was beautiful and exactly what we wanted. It was a quick drive into town (we also walked into town!). The hosts were wonderful and super communicative. The house rules, check-in instructions, as well as the check-out requirements were super easy to follow. We loved it here! We will definitely come back here and stay at this house again!
Cottage in Lambton Shores
4.96 out of 5 average rating, 26 reviews

Blue Heron Cottage

MarcyRating, 5 stars8 months ago
Our experience was wonderful. The place was CLEAN with lots of room to spread out so there was a lot of privacy despite having a full house. The host was very, very nice and polite and was very responsive whenever we asked a question. And he went out of his way to help us after move-out when a beloved stuffed animal was accidentally left behind. Truly, this experience was one of the best I've ever had at an Airbnb!
Guest favourite
Cottage in Port Stanley
4.91 out of 5 average rating, 35 reviews

The Beach Hut A cozy studio space with lake views.

Ashley Faye MattiuzziRating, 5 stars6 months ago
Year after year we are so impressed with Jill’s beach hut and vow to come back again and again until she’ll no longer have us. Each time we stay we are so impressed with the little and big upgrades she makes. This year, we loved the extra space, the added seating and the ductless ac / heater. This time around we booked a tee time at the local golf course which was 5 minutes from the hut. We were so impressed with the golf course, that we’ll be back. We always have breakfast, lunch and dinner in the adorable town of port Stanley, walking everywhere because it’s so close to everything. We always end up either at the legion, gts, or at pierside. Everyone is always so friendly and fun. We’ve become regulars this time of year, meeting up with people or going to the same events. The bed is incredibly comfy, the added features of local snacks to the coffee and cream for us in the morning is awesome. We spent a lot of time on the upper deck and back deck, chatting away in the sun.
Guest favourite
Cottage in Port Stanley
5 out of 5 average rating, 13 reviews

Private Beachfront Spacious Cottage

JeffRating, 5 stars6 months ago
Great spot right on the beach. The use of cabana and lounge chairs was fantastic. Clean inside, simple, worked well for our crew.
Superhost
Cottage in Port Stanley
4.52 out of 5 average rating, 46 reviews

Beachfront spectacular Port Stanley Ontario

ShellyRating, 5 stars7 months ago
What a lovely time we had at Matilyn's cottage. It is quiet and nestled in amongst a couple of cottages. The view to the beach is perfect. There were ample amount of chairs we took to the beach front. The cottage kitchen is furnished with everything we needed. The bed was super cozy and loved the linens and pillows! My friend slept on one of the couches. Matilyn is looking for a topper which will enhance that sleep experience. She was so open to feedback and loved that she jumped into finding a solution right away. The beach experience was very private and we remarked how grateful we were to be away from the Main Beach which was jam packed. We walked and ate/drank at GT's a couple of times! and hit The Breakfast Place for our departing last meal! Delish Eggs Benny. We easily walked around the pier and downtown stopping at the Kettle Creek Inn for cocktails on the patio while we listened to Live Music at the Firehall Market. We made a lot of memories on this trip! Thanks Matilyn.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Middlesex County
  5. Cottage rentals