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Check prices for these dates

Next weekend
25 Jul - 27 Jul
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1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Vacation Homes in Windham

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Fridge, microwave, oven, stovetop

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (48)
"Very nice property to stay at in Old Orchard Beach! It’s a very quiet neighborhood with a fully enclosed backyard, which was nice for my dog. It’s only a 15 minute walk to the beach, which is very convenient as well. Only thing that I would have liked was to have access to regular cable on the tv, since I couldn’t watch NESN with Roku. But still would give this place 5 stars! We had a lovely time. 😊"
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake
Interior

Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake

8.0 out of 10, Very Good, (9)
"Perfect location and communication with the property manager"
Summer Fun, Lake View, Firepit, Outdoor grilling, walk to the lake
Maine Cottage
Property grounds

Maine Cottage

9.8 out of 10, Exceptional, (79)
"We loved everything about our stay! "
Maine Cottage
Sunny Modern Oasis in Portland’s Trendy East End
Exterior detail

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (51)
"We loved our stay in Munjoy Hill at Mark's VRBO property! It was super clean and modern and in a fantastic location. We were able to walk all over the city from here! Close to so many great restaurants. It was also super private--loved the little deck off the back and the changing leaves. Would definitely stay here again!"
Sunny Modern Oasis in Portland’s Trendy East End
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (27)
"The home was in a great neighborhood and the place was very clean. My family and I enjoyed staying here."
The price is AED 1,201
AED 2,891 total
includes taxes & fees
7 Aug - 8 Aug
Convenient Portland home 3 miles from Downtown
Serenity - Stunning Sebago Lake scenery
Interior

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (42)
"Nice house , nice host , everything was great!"
Serenity - Stunning Sebago Lake scenery
Beachfront, Just steps and you're on the beach!
On the beach

Beachfront, Just steps and you're on the beach!

10.0 out of 10, Exceptional, (1)
"We loved our stay at the cottage. It was exceptionally clean and quiet. "
Beachfront, Just steps and you're on the beach!
Lakefront 3-bedroom, 2-bath house on Moose Pond in Denmark Maine with AC, WiFi
Property grounds

Lakefront 3-bedroom, 2-bath house on Moose Pond in Denmark Maine with AC, WiFi

10.0 out of 10, Exceptional, (1)
"Had a good time here. Very peaceful and relaxing location. Really enjoyed the kayaks and games, good family spot. Listening to loons and seeing the bald eagle were a bonus! "
Lakefront 3-bedroom, 2-bath house on Moose Pond in Denmark Maine with AC, WiFi
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
1 bedroom, in-room safe, free WiFi, bed sheets

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.4 out of 10, Very Good, (53)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Quaint Cottage Vacation
Exterior

Quaint Cottage Vacation

9.0 out of 10, Wonderful, (25)
"Had a great time!!"
Quaint Cottage Vacation
Charming 110-year former Inn 10' from the Ocean!
Property grounds

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (126)
"John was great and the view was a amazing"
Charming 110-year former Inn 10' from the Ocean!
Luxurious Penthouse with Modern Design in Downtown
Interior

Luxurious Penthouse with Modern Design in Downtown

9.8 out of 10, Exceptional, (11)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
Marina

Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]

9.4 out of 10, Exceptional, (12)
"Would stay here again. Loved the location and the size of the rooms! Perfect for a group and very pet friendly."
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
Spacious Lakehouse +Private Dock+Firepit+Kayaks
Outdoor dining

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Spacious Lakehouse +Private Dock+Firepit+Kayaks
Spacious 5BR Family Dream with Private Beach Access
Private kitchen

Spacious 5BR Family Dream with Private Beach Access

10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
Spacious 5BR Family Dream with Private Beach Access
New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
Exterior

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining

9.6 out of 10, Exceptional, (64)
"We thoroughly enjoyed our stay at the Portland Cottage! It was a wonderful location, extremely clean, and incredible cozy. Paul is a delightful host!"
New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home
3 bedrooms, iron/ironing board, travel crib, free WiFi

Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home

Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Property grounds

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Enchanting 3BR Farmhouse Retreat Nature Getaway
Fridge, microwave, oven, stovetop

Enchanting 3BR Farmhouse Retreat Nature Getaway

10.0 out of 10, Exceptional, (2)
"The home and property were beautifully maintained and exceptionally clean. Thoughtful touches throughout include plenty of k-cups, super soft towels in the bathrooms, travel size shampoo, conditioner, and lotion, laundry detergent, and throw blankets in the living room. The only thing I would warn people about is the traffic noise. If that is something you’re sensitive to, bring ear plugs for sleeping. Otherwise, it’s perfect. Very comfortable furniture and the hosts obviously put a lot of...
Enchanting 3BR Farmhouse Retreat Nature Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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