Holiday homes in Kennebunkport

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Top-rated holiday homes in Kennebunkport

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite

Condo in Hampton

4.97 out of 5 average rating, 165 reviews

Peaceful Seacoast Getaway with Ocean Views

Enjoy the beach off-season where there is always something amazing to do. Seacoast NH is absolutely the best winter getaway and will transport you into a quaint winter wonderland. There is ice skating, fireside dinners, relaxing spas, scenic drives, and a sampling all the seasonal flavors in some of the best restaurants in the Northeast. Explore the rest of the Seacoast in Portsmouth, Rye, Exeter, Kittery Maine, all a short ride. Retire the day in our ocean front, peaceful and clean condo.

20 – 27 Aug

$4,572 AUD total

Guest favourite

Condo in Intervale

4.88 out of 5 average rating, 123 reviews

Top Floor! Incredible views/ close to town/hiking

Newly renovated cozy 1 king bedroom /1 bath condo less than 2 miles from the center of North Conway! 10 minute drive to Attitash and Cranmore ski resorts. Enjoy stunning views of Mount Washington Valley from your private deck. Relax by the cozy fireplace as you watch the sun set over the mountains. Head into town to enjoy local restaurants, shops, and breweries. Hiking trails/ cross country ski trails and downhill skiing just a short distance away. Living room has a queen sleeper sofa

3 – 10 Mar

$1,714 AUD total

Guest favourite

Condo in Scarborough

4.96 out of 5 average rating, 279 reviews

Cozy condo by the beach!

Cozy condo across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, full size sleeper sofa on ground level. Efficient kitchen area with fridge, stove, and microwave for preparing small meals. Wifi and TV equipped with a streaming device. Perfect place for one or two people who will spend most of their time enjoying our local trails, beaches, and restaurants before returning to this comfortable and quiet space.

6 – 13 Mar

$2,263 AUD total

Guest favourite

Condo in Portland

4.96 out of 5 average rating, 164 reviews

"Cornelia" Penthouse Waterfront Suite

2023 City of Portland Registration #20185280-ST Penthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and heated bathroom floors; one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler. Please note: animals (including assistance animals) not allowed due to owner's health.

7 – 14 Jan

$5,230 AUD total

Superhost

Condo in Portland

4.89 out of 5 average rating, 128 reviews

Pet-friendly brewery lovers dream w/fenced yard

Nestled in the historic East End, this remodeled condo is a stones throw away from Oxbow and minutes from Rising Tide and Austin Street Brewing. You’re just a 10min walk to the water and minutes from some of the best dining Portland has to offer! We welcome all furry friends and have free driveway parking on site with fenced in backyard and patio. PLEASE NOTE! The backyard is no longer grass and has been replaced with crushed stone. Short Term Rental License: STHR-003855-2021

26 Dec – 2 Jan

$5,028 AUD total

Guest favourite

Condo in Hampton

4.87 out of 5 average rating, 103 reviews

Little slice of paradise

Recently renovated 200 sf ocean front studio with an amazing ocean view and assigned parking space in private lot. Studio includes a full bath with tub/shower combination, fully equipped kitchenette and breakfast bar. Furnished with a wall bed / sofa combination that easily converts from day to night. You will enjoy your sleep on the upgraded 10 inch memory foam mattress. Easy access to the unit with a number door combination to be provided before your stay.

18 – 25 Sept

$1,846 AUD total

Guest favourite

Condo in Portland

4.86 out of 5 average rating, 330 reviews

Back Cove - Sunny 2nd Floor Condo

Bright, clean, second floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard and Back Bay. A very clean but older building. Great location, only minutes from the Old Port. Back Bay views. Large driveway offers plenty off street parking. Large yard, patio, fire pit. Clothes Washer and Dryer available in unit. Walking distance to the Back Cove Trail for walking and biking and upscale Tipo Restaurant and Bar.

11 – 16 May

$1,398 AUD total

Guest favourite

Condo in Hampton

4.84 out of 5 average rating, 172 reviews

2 minutes walk to Beach parking and Wi-Fi

This condo is not water front! But It is less than 3 minute walk to Hampton beach and all the attractions. hardwood floors bedroom 1 King bed Living area / kitchen breakfast table and 2 chairs 1 Couch 1 Sofa bed 1 Futon Dual Kurig Coffee machine. Microwave. Pots and pans Stove/Oven and full size fridge Plates and silverware etc.... WiFi /Smart tv More furniture in the shared yard 5 minutes walk block Hampton beach and strip No pets allowed

28 Oct – 4 Nov

$1,403 AUD total

Guest favourite

Condo in Scarborough

4.98 out of 5 average rating, 164 reviews

Comfy condo with loft by the beach!

Comfy condo with lofted bed across the street from Maine's beautiful Pine Point beach. Private entrance with one on-site parking spot. Queen bed in lofted area, efficient kitchen area with fridge and convection microwave for preparing snacks and small meals. Wifi and TV equipped with a streaming device. Perfect for one or two people comfortable sharing an intimate space after returning from a day exploring our local trails, beaches, and restaurants.

3 – 10 Nov

$2,501 AUD total

Guest favourite

Condo in Bartlett

4.92 out of 5 average rating, 388 reviews

Across from Storyland & in the Heart of the Mtns

Welcome to the perfect getaway condo in the heart of the mountains! Our 2 BR home is directly across from Storyland, close to major ski resorts, minutes from downtown North Conway, &located on a Country Club where you can enjoy golf making this the perfect NH getaway. The condo has a private entrance, a fully equipped kitchen, grill, cable & WiFi and video & board games so all you are left to bring are your toiletries and food!

27 Oct – 3 Nov

$1,608 AUD total

Guest favourite

Condo in Old Orchard Beach

4.9 out of 5 average rating, 353 reviews

Luxury Beach Front Condo! Prime Location!

Unless the trip is within the next few weeks, we appreciate it if guests don't book trips that leave a single night open. Generally minimum night stay is 2 nights during the week and 3 nights over the weekend. If you see a 14 day minimum, it’s to prevent the reservation from leaving a single night open. To simplify things and to be fair to those that instant book, we typically do not negotiate rates. Thank you!

7 – 14 Jan

$2,330 AUD total

Guest favourite

Condo in York County

4.9 out of 5 average rating, 134 reviews

Cozy studio-5 minute walk to Perkins Cove!

This bright and airy second floor studio condo is in a very peaceful setting in Cape Neddick (on the Ogunquit line) 5 minute walk to Perkin’s Cove. The cozy unit is well appointed with a separate kitchenette (sink, mini fridge, microwave, convection toaster oven, and induction cooktop) and a sitting/sleeping area and full bathroom with a stand up shower.

4 – 11 July

$2,435 AUD total