
Vacation rentals with a patio in Woolwich
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Top-rated patio rentals in Woolwich
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Apartment rentals with a patio

Charming Modern West End Gem
Our family of four really enjoyed staying at Susan’s place. It was bigger and more spacious than I expected. It is on a super quiet street and most importantly in walking distance to Tandem Bakery, the Portland institution that makes me want to move there.

Bright & Sunny Apartment with Patio
Great spot for solo traveler or traveling duo! Convenient to lots of walkable spots. Easy parking. This place really isn’t for the tall of stature, but that’s spelled out fairly clearly in the listing. Very cozy!

Lovely 4 Bedroom with free parking
This place was the perfect home base for my family during our trip to Portland! We felt right at home, and Haley & Diane were incredibly kind and responsive when we had questions. We loved exploring Evergreen Cemetery right across the street, and it’s a quick 8 minute drive to downtown. We hope to stay here again during our next visit to Portland!

Lovely 3-bedroom downtown Portland apartment
Clean place, responsive host, and easy to get around the city. The listing is exactly as shown and on the top of the building - just to keep in mind. The kitchen was well stocked and the nook area for the couch is adjacent. Not tons of space outside of the bedrooms. it was a bit warmer when we were here and the bedrooms did get warm as the AC unit is only in the kitchen.

Spacious, Sunny, Three-Bedroom In Great Location
Great place to stay! And Nathan went above and beyond when our little one was under the weather during our stay. Highly recommend!

470 Luxury apartment w/elevator Suite 470
We really appreciated Debi’s luxury apartment. Available when we needed it and extremely comfortable. Really enjoyed the restaurant that Debi recommended- we will be back! Thanks Debi

Portland Back Cove Hideaway-1 BR- With Patio
I highly recommend staying here if you are visiting Portland! The apartment was adorable, very clean and in a perfect location. Alex had an entire list of recommendations that we found very helpful! We will definitely be back!

Cozy SoPo Condo
We stayed at John and Sarah’s apartment for 3 nights while we were in town, and it was the perfect spot for us to call home away from home. It is so cozy, clean, and the location is just a short 10-15 minute drive to downtown Portland! There’s an adorable coffee shop just around the corner from the apartment called Second Rodeo. Sarah and John were very quick to respond to any questions we had while we visited. Their cat Ollie is SO sweet and was an added bonus! I’d absolutely recommend staying here if you’re visiting Portland!
House rentals with a patio

Charming Coastal Home
We were remodeling our home and needed a place to stay for over a month and this place did not disappoint. The home is welcoming and super clean and neat. There were plenty of amenities for cooking and it was well stocked with paper products and a few toiletries as well as plenty of linens. It is so close to many great businesses and walkable to an excellent Gluten free bakery. The host was extremely kind and responsive to our needs- my son (7) said this home felt just like our own home. His favorite part was the “fancy fridge” that we could play music on and see different pictures according to the weather haha. Definitely a great place.

Faith Lane with community pool
Beautiful house! Lots of space and had everything you need for your visit. The community pool was great too. Very close to Portland and easy to get to other areas of Maine from the location. Jason was a great host and very responsive and helpful! Only minor complaint was mattresses upstairs were a little on the firm side but other than that the house was great!

River Valley Sunset Home Near Bethel and Newry.
A great place to stay for an event at Black Mountain. The house was very comfortable and well equipped. We look forward to visiting again!

Cute Craftsman Bungalow home w/ fenced in yard
We had a great time! The fenced in yard was perfect for the dog, and a great location just 15 minutes to the downtown area!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

Waterfront Farmhouse with Modern Flair!
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.

Modern & Sunny East End House. Private Parking!
Our family of four thoroughly enjoyed our stay at Jennifer’s! She was so kind to provide a pack & play for our baby and send over a long list of family friendly restaurant recommendations. We used many of her suggestions. Very comfortable stay in a beautiful sunny home!

Modern Guest House + garden patio on Munjoy Hill
Great space a fantastic part of Portland. Will was a pleasure to deal with and I hope we’ll get up there again at some point.
Condo rentals with a patio

2-Bedroom Condo Close to Downtown
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.

Comfy condo with loft by the beach!
We had the most wonderful time at Pat's place! The cottage is everything you could hope for for a cozy weekend getaway spot - comforting wood smell, slanted ceiling, skylights, and a lofted bed. The place was impeccably clean with beautiful appliances. The bed was one of the comfiest I've ever slept in! Thank you for having us and we would definitely come back!

Lovely 2 bedroom riverside condo with pool
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.

Rustic Willard Beach condo ten mins from Old Port!
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!

Oceanfront 2 bedroom condo with amazing views!
Absolutely beautiful! Literally the best balcony with the best view. Massive condo is a plus.

Lovely 2 bedroom condo, 400 ft from sandy beach
We had a wonderful week with Brian's condo as a "home base" - we truly felt at home. It was chock full of small and big touches (toiletries/supplies! paper goods! plentiful sheets and towels! beach towels! to name a few) and surprises (generous snacks greeting us on arrival) that made us feel spoiled. The condo was a great size with an open kitchen/common area and large patio. We were familiar with the area but not Ocean Park Meadows, and were pleasantly surprised by the lovely property and amenities (especially the pool, pickleball, shuffleboard and cornhole) and how well maintained they were. The condo was a quick 2 block walk to the beach, made easy (even with alot of stuff and three kids) with the beach wagon available for our use. Brian was a perfect balance of being proactive, informative, and accommodating while letting us "do our thing". We loved how "our" beach was quiet and nestled between the more bustling OOB and OP areas; the neighborhood, too. We'll be back!

Comfy Beach Retreat - Pine Point
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.

Munjoy Hill One Bedroom Condo - Casco Bay Views
It was a perfect sunny weekend where we spent most of our weekend on Munjoy hill enjoying the restaurants and shops! We walked everywhere and enjoyed the peace and views at Jeffreys place. We were upset we could not extend our stay and take advantage of the late check out that Maggie offered! Easy in and out of the condo! One of our favorite stays in our favorite part of Portland!
Quick stats about vacation rentals with a patio in Woolwich
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- Samoset Resort
- Portland Museum of Art
- Ferry Beach
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Cliff House Beach
- Dunegrass Golf Club
- Palace Playland
- Funtown Splashtown USA
- West Shore Sandy Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Narrow Place Beach
- Pemaquid Point Lighthouse
- Western Beach
- Bradbury Mountain State Park
- Portland Country Club
- Falmouth Country Club