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Cottage holiday rentals in Westbrook

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Popular amenities for Westbrook cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Wells
4.97 out of 5 average rating, 61 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

TaylorRating, 5 stars9 months ago
A gem of an Airbnb! The hosts truly thought of everything and this was the perfect place to stay with two young kids; in fact, my son loved the bunkbed and toys so much he refused to go to bed every night! From the tonies box and kids toys, to all the beach and baby gear, there wasn’t one thing they lacked. The place was clean and organized and felt so cozy. I highly highly recommend this place, especially for families! The hosts were so friendly and accommodating as well.
Superhost
Cottage in Limerick
4.78 out of 5 average rating, 68 reviews

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

ShannonRating, 5 stars6 days ago
A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!
Guest favourite
Cottage in Wells
4.9 out of 5 average rating, 58 reviews

Cozy beach cottage with pool & hot tub

PeggyRating, 5 stars9 months ago
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!
Guest favourite
Cottage in Kennebunk
4.92 out of 5 average rating, 25 reviews

Fully Renovated/4min to K-port/HotTub/Game Room

Maverick & MichelleRating, 5 stars2 weeks ago
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.
Guest favourite
Cottage in Wells
4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

LisaRating, 5 stars9 months ago
Everything was so perfect !! thank you for hosting us !!
Superhost
Cottage in Casco
4.88 out of 5 average rating, 24 reviews

Waterfront Getaway w/ Private Sandy Beach

RileyRating, 5 stars3 weeks ago
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.
Guest favourite
Cottage in Wells
4.93 out of 5 average rating, 44 reviews

Cottage in Wells Maine

KaylaRating, 5 stars2 weeks ago
We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!
Top Guest favourite
Cottage in Wells
4.98 out of 5 average rating, 56 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

HarrisonRating, 5 stars1 week ago
Everything inside was so thoughtfully designed. Anything we needed was carefully labeled and placed where you might think it would be. The cottage was cozy, and very close to the main road leading to either Ogunquit or Wells. The welcome guide was detailed and informative. Plus we really appreciated our welcome message letting us know that it’s possible to see the northern lights during the night time.

Pet-friendly cottage rentals

Top Guest favourite
Cottage in Middleton
4.99 out of 5 average rating, 103 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StephenRating, 5 stars2 weeks ago
They were accommodating, flexible, and very gracious. They had an entire binder of information with details about where to find fans, towels, flashlights, how to work the shower, heat, grill, and about anything else you can think of. It also had emergency services, restaurants, places to have a good time, and good details about checkout expectations. Overall we were extremely happy with the property and our stay, and were honored by the personalization they did for us specifically as it was our Honeymoon and they wrote us a custom note by hand for when we arrived. Highly Recommended - Will Rent Again!
Top Guest favourite
Cottage in Waterford
4.99 out of 5 average rating, 144 reviews

Tall Pines Hideaway

JessRating, 5 stars6 days ago
Beatiful cabin on the water, thoughtfully decorated. I loved the layout, plenty of seating areas and lovely decor. There is only one small bathroom which may be an issue with more than 2 or 3 guests, but worked out perfectly for us. We saw deer twice when driving down the trail to the house which was exciting! Loved using the firepit outside. The only bummer was that the dock wasn’t in the water yet. I still managed to use the kayak but would not advise attempting without the dock lol. Wonderful host, David was very responsive and had a nice bottle of wine waiting for us on our arrival. Would 100% come back
Guest favourite
Cottage in Woolwich
4.92 out of 5 average rating, 182 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

LisaRating, 5 stars1 week ago
Tammy describes her sweet cottage perfectly. Water views are spectacular with options to fish off the dock, sit in the backyard to warm up or sit on the bluff to cool off. It was perfect for this girl and her dog to re-set in solitude. Most places on the water have sensitive septic as described so you want to consider that if there are more than two guests. I enjoyed my endless walks on Popham beach (no dogs 4/1-10/1)) and was thrilled to be there in the off season. I barely saw anyone! Reid State Park was also spectacular and more opportunity to walk my dog on the trails. Tick season is a bit of an adjustment every year but not a problem if you prepare yourself and your furry friends. A perfect place for a great book, wandering around historic Bath, and easy meal prep. I stayed 2 weeks and appreciated all the thought Tammy put into anticipating what a traveler might need.
Top Guest favourite
Cottage in York Beach
4.9 out of 5 average rating, 119 reviews

Cozy Cottage by the Sea

GenevieveRating, 5 stars3 weeks ago
Excellent séjour, la maison est pleine de charme et très bien équipé.
Superhost
Cottage in Popham Beach
4.8 out of 5 average rating, 158 reviews

Popham - Mah-Bella Beach House!

LaurenRating, 5 stars3 months ago
Popham beach stay was great! We enjoyed the easy access to the beach and long walks twice a day. The house itself is very roomy with lots of space for everyone. Good heating and comfortable furniture. The tapwater is very rusty so be prepared but drinking water is provided. The floors are unfinished wood so you’ll need shoes to avoid splinters but overall, it’s a very comfortable place in a great location!
Superhost
Cottage in Cape Neddick
4.77 out of 5 average rating, 298 reviews

Sweet cottage in quiet convenient coastal setting.

MorganRating, 5 stars3 weeks ago
Lovely private location near beach, restaurants, and hiking. Donna provided great recommendations and timely responses. Would stay here again if in the area.
Guest favourite
Cottage in Bridgton
4.9 out of 5 average rating, 239 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

AmyRating, 5 stars3 weeks ago
Cheryl's home is cosy and quiet, and the photos don't quite do the place justice. It's an amazing spot since you can walk into town and access the trails to Pondicherry Park, and it's back off the road enough to feel private and quiet. We really enjoyed our stay, and especially the cupcakes that were there upon our arrival.
Superhost
Cottage in Harpswell
4.91 out of 5 average rating, 205 reviews

H and K Cove View Cottage LLC

CarissaRating, 5 stars1 month ago
Kristen was willing to accommodate our booking short notice, which we really appreciated. The home was beautiful with stunning views! Excellent location, loved the coffee shop a mile away. Thank you!!

Private cottage rentals

Top Guest favourite
Cottage in Harpswell
4.96 out of 5 average rating, 47 reviews

Old fashion neighborhood near the water.

CharlyneRating, 5 stars2 days ago
This was my second time staying at the cottage, and I’m looking forward to going back .
Superhost
Cottage in Windham
4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

Jo-AnnRating, 5 stars8 months ago
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.
Guest favourite
Cottage in Pine Point
4.89 out of 5 average rating, 44 reviews

Cheerful 1 Bedroom Cottage Steps From The Ocean

TreyRating, 5 stars1 week ago
Charming little shack that was perfect for our family of three. Has all the basics, nice and clean, and ultimately a great stay. On our next trip that way we look forward to staying here again!
Top Guest favourite
Cottage in Kennebunk
5 out of 5 average rating, 52 reviews

*River Rose Cottage* River I Tub I Fireplace

KathrynRating, 5 stars2 weeks ago
My friend and I stayed here for a girls weekend, and the place was so cute, spotless, and the hosts were so friendly and responsive. The location was also great and centrally located. We had a blast and would for sure stay here again!
Top Guest favourite
Cottage in Lake Arrowhead
5 out of 5 average rating, 11 reviews

The Cottage at Lake Arrowhead

FlorianRating, 5 stars7 months ago
We came here to visit the southern part of Maine. Clearly this location is one of the best airbnb we’ve been at. House is lovely and is even better in reality than on the pictures. Everything was super clean and tidy with all you would ever need for your stay. We came here with our 3 kids and they had a lovely time thanks to all the toys, books and board games at disposal. Place is quiet and very nice during fall season so great for a peaceful time away from the city. Didn’t get the chance the practice the canoe by lack of time but it was very tempting. We will be definitely be back!
Superhost
Cottage in Newfield
4.87 out of 5 average rating, 39 reviews

Maine-Rest on Rockhaven Lake | Bring your Pup

TaylaRating, 5 stars1 week ago
If you’re looking for a tranquil and relaxed getaway on the water, look no further. We extended our trip because it was so beyond perfect. There were kayaks available to enjoy a soothing ride on the lake and enjoy the views. Our four legged friend enjoyed jumping onto the small beach area and running around the yard getting his exercise.
Superhost
Cottage in Waterboro
4.95 out of 5 average rating, 21 reviews

Quintessential Maine Lakefront Cottage

LindaRating, 5 stars6 days ago
We were looking for a quiet place near the water to relax and unwind. Marina's place was perfect! We enjoyed kayaking, and great views of the lake whether reading on the deck or playing boardgames in the dining room on a rainy day. We'd definitely stay here again.
Top Guest favourite
Cottage in Wells
4.99 out of 5 average rating, 93 reviews

Gorgeous nature views, minutes from Wells Beach

ShridharRating, 5 stars2 weeks ago
Stayed here for 2 nights in May 2025 and absolutely loved it here. Very quiet and peaceful but close to the beaches and restaurants. Such beautiful surroundings. Also we loved the fire pit outside which we liked a lot. Would recommend very highly

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