
Cottage holiday rentals in Westbrook
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Top-rated cottage rentals in Westbrook
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Popular amenities for cottage rentals in Westbrook
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage
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.

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
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!

Cozy beach cottage with pool & hot tub
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!

Contemporary Cottage With Ocean View 28
Very comfortable for my family of 4. Enjoyed all the seafood within a short drive. The shore is beautiful and near by. The pool and jacuzzi were beautiful.

Fully Renovated/4min to K-port/HotTub/Game Room
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.

Waterfront Getaway w/ Private Sandy Beach
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.

Cottage in Wells Maine
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!

Adorable cottage by Shorts Sands Beach
Camille’s place is fantastic! Great location and it’s so clean and well decorated. Camille is so fast to communicate and is very accommodating. We’ve stayed many times and look forward to returning again.
Pet-friendly cottage rentals

Lake Front Cabin on Desirable Highland Lake
My wife and I stayed at John's place for a quick weekend trip but the house is large enough for several more with 5 additional beds plus some space in the living room for sleeping. Great location on the lake with amazing views and only about a mile and a half from downtown Bridgton with some shops and nice restaurants. The house was immaculate and had everything you need from kitchen accessories to towels to plenty of games and books. John was extremely responsive and I don't think I waited more than 30 minutes for the few back and forth messages we had. Definitely recommend!

Lovely cottage on Sunrise Lake, Middleton, NH.
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!

Tall Pines Hideaway
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

Pet Friendly Audubon Bring Your Fishing Gear!
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.

Small cottage with a BIG view / water frontage
My wife and I enjoyed our stay at Debbie’s cabin. The interior is tidy, simply furnished and decorated with Debbie’s nice paintings. The heater worked well, but it was a little noisy. Luckily we didn’t need it through the night, so we were able to enjoy the peace and calm of the quiet lakeside location. Nothing like waking up to the view of that pristine lake. Some mornings it was so still it reflected the trees. We loved that. Water pressure was a little touch and go, but overall not a problem.

Sweet cottage in quiet convenient coastal setting.
Lovely private location near beach, restaurants, and hiking. Donna provided great recommendations and timely responses. Would stay here again if in the area.

Rustic Pebble Cottage in beautiful Bridgton, Maine
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.

H and K Cove View Cottage LLC
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

Tranquil waterfront cottage
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.

Cheerful 1 Bedroom Cottage Steps From The Ocean
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!

Classic Maine Beach Cottage, Steps to Pine Point !
Clean, cozy home just a walk to Pine Point Beach. Highly recommend.

Coastal Waterfront Tiny home in West Bath
What an awesome airbnb! The views are stunning and surroundings couldn’t have been more peaceful. The cottage itself was exceptional and had everything I needed and more. Wish I could've stayed there longer! 10/10 would recommend this place to anyone!

*River Rose Cottage* River I Tub I Fireplace
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!

The Cottage at Lake Arrowhead
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!

Quintessential Maine Lakefront Cottage.
Marina’s little cottage is a gem which we highly recommend. It is situated high above the peaceful and quaint lake providing interesting views. The sunrise while sitting on the dock was a favorite. A great place to get some reading done without everyday distractions. Everything was clean, neat and organized! The new kitchen was a treat! For a small place it is very spacious inside, beds and sitting areas comfy and everything one needs for a pleasant stay. Marina gets an A+ for communication. We may be back next year and will recommend it to friends and family. Please don’t hesitate to book this place for a relaxing getaway.

Sebago Lake waterfront Cottage
Overall, it was a great experience! Very peaceful and on a private road. I appreciated a clean and welcoming place! I would recommend this spot and stay here again. Owner was very kind and responded to any questions I had. Only thing that could improve was the kitchen layout. Kitchen iteam were in odd locations. I had to open each cabinet to find the oven mitts. This is a very little critique, and I would still rate it five out of five stars!
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- East End Beach
- Cranmore Mountain Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths