Condo holiday rentals in Casco Bay

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Popular amenities for Casco Bay condo rentals

Weekly condo rentals

Top Guest favourite
Condo in Portland
4.99 out of 5 average rating, 96 reviews

Charming, newly remodeled space atop Munjoy Hill.

ChrisRating, 5 stars7 months ago
Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)
Guest favourite
Condo in Portland
4.93 out of 5 average rating, 74 reviews

Fresh & Modern Family Friendly Central 2 bed

MadeleineRating, 5 stars3 weeks ago
Great apartment very centrally located in Portland - easy to walk everywhere, so close to great coffee shops and restaurants! Apartment was perfect for our family of four, and the pack and play and kid's toys were great! Very family friendly. Highly recommend!
Guest favourite
Condo in Old Orchard Beach
4.85 out of 5 average rating, 93 reviews

The Brunswick

ChantelRating, 5 stars3 weeks ago
Great place to stay! Convenient location above the Brunswick with panoramic views of the beach and ocean, and a short walk to bars, restaurants, shops, and amusements. The condo is clean, spacious and well furnished. The living room and the balcony have plenty of room to relax and enjoy the views and sound of the waves. The king mattress is super comfortable. The keyless entry pads to both the building and condo make it easy to get in and out without having to worry about keys.
Guest favourite
Condo in Portland
4.96 out of 5 average rating, 25 reviews

2-Bedroom Condo Close to Downtown

LinneaRating, 5 stars7 months ago
What a great location for a quiet stay in Portland! It’s 5 minutes by car to the Old Port and easily walkable/runnable to the Back Cove Trail and even to downtown Portland itself. The condo is lovely and just as described. My family (2 adults, 2 kids ages 3 and 7) was very comfortable during our 3-night stay. Lastly, Colin was responsive and a great host.
Guest favourite
Condo in Old Orchard Beach
4.94 out of 5 average rating, 70 reviews

Walk to beach, NO cleaning fee, Spotless Condo

HeatherRating, 5 stars7 months ago
I went with a couple of friends for a relaxing weekend in the fall. It was lovely to have the beach so close by! We took a short day trip to Ogunquit where there was quite a bit of activity; lots of shops and restaurants to check out. Coming back to Melissa's place was cozy and relaxing. Since this was off-season, it is pretty quiet in the area. I felt more comfortable taking a stroll to the beach in the evening with a friend but would be hesitant to go alone. Despite that, we got the weekend we wanted: peace, relaxation, the ocean, things to do nearby, and a place to stay that was quiet, cozy, and clean. Thank you Melissa!
Top Guest favourite
Condo in Old Orchard Beach
4.98 out of 5 average rating, 57 reviews

Steps to Beach Private Parking Sleeps 4

JodyRating, 5 stars5 days ago
My stay here was wonderful! The perfect homebase for our trip. Everything was exactly as described and then some. A great sea breeze and a cozy space to rest and relax before hitting the beach or walking into town. I felt right at home. I can't wait to go back again! 💜
Superhost
Condo in Ogunquit
5 out of 5 average rating, 7 reviews

The Shore Escape| Walk to Perkins Cove | 2 Patios

bruce Rating, 5 stars2 weeks ago
Perfect location for walking to everything. Clean private space and well kept up. Every thought has been put into supplies from wine openers to coffee its all there. We would love to return next year, couldn't be happier
Guest favourite
Condo in Scarborough
4.96 out of 5 average rating, 47 reviews

Comfy Beach Retreat - Pine Point

CourtneyRating, 5 stars9 months ago
First time coming down to maine. Right in the center of everything. 10-20 minute drives (not bad). We ate at Pine Point Grille the first night and it was amazing. Second, we tried Dunstan’s Tap and Table. Had to wait 30 minutes, but was worth it. Great area, felt very homey. I would come back.

Pet-friendly condo rentals

Top Guest favourite
Condo in Portland
5 out of 5 average rating, 41 reviews

My Old Port Sanctuary - Lux by the water & dining

CaseyRating, 5 stars3 days ago
Shai’s place had everything we needed for a clean, comfortable stay! We loved the location and had plenty of space to relax inside the apartment with no noise from the street despite being so close to downtown. Highly recommend and would absolutely stay again if traveling to Portland.
Top Guest favourite
Condo in Portland
4.99 out of 5 average rating, 70 reviews

Charming 2-Bedroom Back Cove Retreat

DonnaRating, 5 stars2 days ago
Julia’s place is super clean, well-appointed with everything you need in the kitchen and bath. The water pressure is excellent, the beds are comfortable and the other tenants in the house were very quiet & respectful. The unit is easy to find situated in a quiet, friendly neighborhood, perfect for walking the dog, running & cycling. It is within walking distance to Payton Park, the Back Cove Trail and good restaurants and an easy drive to the Eastern Promenade, downtown Portland & breweries. Julia, the host was very communicative & created a comfortable homey environment. Overall, we had a great 5-day stay and would highly recommend this hidden gem.
Guest favourite
Condo in Old Orchard Beach
4.73 out of 5 average rating, 119 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

SharonRating, 5 stars5 months ago
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.
Guest favourite
Condo in Kennebunk
4.96 out of 5 average rating, 55 reviews

Newly Remodeled Coastal Getaway

JohnRating, 5 stars4 days ago
We really enjoyed being able to walk in to downtown Kennebunk and also driving to Kennebunkport and the beach too! Both have quaint shops and good restaurants. James’ support team helped us out with one issue. The kitchen had ample space for cooking, and basic utensils, pans and dinnerware. If you plan on doing a lot of cooking, you may want to bring olive oil, spices and condiments. Coffee & tea bags were available. The bathroom had plenty of towels and washcloths. The bed was comfortable and there was room for hanging clothes. We had an enjoyable stay.
Guest favourite
Condo in Kennebunk
4.89 out of 5 average rating, 212 reviews

Over 1000 Five Star Reviews! Walk to Dock Square !

AnjaniRating, 5 stars1 week ago
Great location (definitely check out Pedro’s across the street). The place was clean and well stocked with necessities. Beds were comfortable, pillows were good, curtains would have been nice due to the early sunrises.
Top Guest favourite
Condo in Damariscotta
4.89 out of 5 average rating, 164 reviews

River Escape - Studio Apt. with River Access

MarlaRating, 5 stars1 month ago
Lovely stay in a cozy place during a harrowing move. Cozy place provided just what we needed.
Superhost
Condo in Portland
4.9 out of 5 average rating, 52 reviews

Walk Everywhere | Free Parking | DogsOK | King Bed

CherylRating, 5 stars1 week ago
Nick and Kyla’s place was wonderful. It was perfect for our group. It looked exactly like the photos, and it was very clean. The location was perfect for getting around the Portland area with many things right in walking distance. Our hosts were very friendly and responsive, and their instructions were clear. I would definitely recommend staying with them to others.
Guest favourite
Condo in Portland
4.9 out of 5 average rating, 93 reviews

Luxurious 2BR Penthouse | Ocean Views | East End

DaniRating, 5 stars1 week ago
This is a really beautiful apartment in a wonderful, dog friendly, walkable neighborhood. We loved the park at the Promenade which was busy, fun and bustling all times of day. There’s a small beach in walking distance as well as a food truck section of the park and kayak tours / rental. Old Port is about a 20 or so minute walk from here, but there are also a few very cool places to grab a bite and to shop that are walkable to this Munjoy Hill neighborhood. The bed is very comfortable and there’s tons of open closet space. The light at early morning and at sunset is just beautiful. I didn’t remember reading it in the listing but we did have to put down a security deposit and were notified about it one day before check in. I’m not sure if this is a Portland rental thing but we had never had to do that with an Airbnb before and I would have preferred a longer warning about it. Just a small red tape detail that changed the vibe a little. Otherwise, we loved it & really enjoyed our stay.

Condo rentals with a pool

Top Guest favourite
Condo in Wells
4.97 out of 5 average rating, 31 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

ChelseaRating, 5 stars2 days ago
Kathleen’s Airbnb has quite literally everything that you need. We have stayed in airbnbs before but none compare to the amenities she had. The welcome note and snacks was greatly appreciated! She was amazing with communication and had a binder at her Airbnb with reccomendations and rules which was very helpful. Definitely a great place to stay !
Guest favourite
Condo in Ogunquit
4.98 out of 5 average rating, 45 reviews

Lovely Seaglass Studio, Pool, Walk to Everything!

JeffreyRating, 5 stars1 week ago
Denise's place was a great find and we highly recommend her pristine studio to anyone planning a trip to Ogunquit. She offered a host of well thought-out amenities to make our stay comfortable and worry-free. Proximity to the center/downtown area and the beach was a short walk. Many thanks to Denise for offering a spotless, comfortable, and nicely decorated studio.
Guest favourite
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars1 week ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favourite
Condo in York
4.84 out of 5 average rating, 57 reviews

Little Nubble Nook - Beach Condo

CarolRating, 5 stars8 months ago
We really enjoyed our stay at Tara's place. It was clean and nice location to the beach. She was also very accommodating with an early check in time in order for us to get ready for a wedding.
Guest favourite
Condo in Wells
4.91 out of 5 average rating, 92 reviews

Starfish Condo Wells Beach

WendyRating, 5 stars1 month ago
This was a great find and enjoyed our 3 week there - We got to meet a few neighbors, and they were very nice as well - Very close to restaurants and Wells Beach - WIFI worked great as I work from home and the tip about leaving the second car at the Wells Transportation Center helped a lot ! Danielle was great with communication and rules - We would stay here again
Guest favourite
Condo in Damariscotta
4.96 out of 5 average rating, 47 reviews

Lovely 2 bedroom riverside condo with pool

AnnaRating, 5 stars8 months ago
Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.
Guest favourite
Condo in Wells
4.95 out of 5 average rating, 101 reviews

Relaxing Beachside Condo with Pool at Wells Beach

MaryRating, 5 stars1 month ago
Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.
Superhost
Condo in Wells
4.76 out of 5 average rating, 134 reviews

Generic Two Bedroom - Stair access only

DeysiRating, 5 stars3 weeks ago
Great place to stay for our family of 4. I asked for 3 beds and that request was made possible. I enjoyed the area and it was quiet and peaceful place to rest after walking around the beaches and or state parks. Amenities were very good and communication with the check in team was excellent.

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