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Top Holiday Rentals in Kennebunkport

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (65)
"Absolutely beautiful place to stay. "
The price is £333
includes taxes & fees
22 Jul - 23 Jul
The Weldon Hotel

Elmwood Resort Hotel

3.0 star property
9.6 out of 10, Exceptional, (357)
"The two pools were nice. Location is great, 5 min drive to the local restaurants and beach. However, the walls are thin, at least the ceiling is. I constantly heard the family above me walking and there was a young kid running that woke me up early since it was so loud. The other thing that woke me up was the sun at 5am…there were blinds but no curtains that kept it dark in the room. Finally, the shower was not great. There was not a lot of pressure and the water always started warm but got cold...
The price is £176
includes taxes & fees
20 Jul - 21 Jul
Elmwood Resort Hotel

Huttopia Southern Maine

2.5 star property
8.8 out of 10, Excellent, (31)
"We stayed for one night and loved the tent and surroundings. The tent is super cozy, very pretty and a cool experiance to sleep in."
The price is £205
includes taxes & fees
20 Jul - 21 Jul
Huttopia Southern Maine

68 East Grand Ave

3.0 star property
8.0 out of 10, Very good, (4)
"nice place close to all"
68 East Grand Ave

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

2.0 star property
10.0 out of 10, Exceptional, (10)
"Peaceful stay at a perfect locations with great views, house had everything we needed. "
The price is £816
includes taxes & fees
4 Aug - 5 Aug
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Old Village Inn - King Room

2.0 star property
9.6 out of 10, Exceptional, (8)
The price is £250
includes taxes & fees
6 Aug - 7 Aug
Old Village Inn - King Room

STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: RELAXING: 9/1-9/3 NOW OPEN

9.8 out of 10, Exceptional, (59)
"We really enjoyed our stay at this beautiful home right on the beach! Very comfortable, clean and cozy. No issues and would stay here again! The views are incredible! "
STUNNING BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: RELAXING: 9/1-9/3 NOW OPEN

Tiny home steps from the beach.

9.6 out of 10, Exceptional, (31)
"Being steps from the beach was fabulous! And the tiny cottage was great … just as described! "
Tiny home steps from the beach.

Studio Unit Walkable Everywhere

The price is £156
includes taxes & fees
22 Jul - 23 Jul
Studio Unit Walkable Everywhere

Pink Blossom Family Resort

3.0 star property
9.6 out of 10, Exceptional, (280)
"Great stay, kind staff and beautiful grounds "
The price is £262
includes taxes & fees
6 Aug - 7 Aug
Pink Blossom Family Resort

Updated condo 1 mile to beach w/pool, hot tub, tennis & access to EV chargers!

9.6 out of 10, Exceptional, (7)
"It was clean and tidy...if tiny...but it had what we needed and served our needs. Lovely area."
Updated condo 1 mile to beach w/pool, hot tub, tennis & access to EV chargers!

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

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.

Studio condo with screened porch and seasonal pool/pool table - near beaches

8.2 out of 10, Very good, (42)
"This condo was so accessible to the beach and other attractions. It had everything on property that we were looking for! It was a great place to stay!"
The price is £213
includes taxes & fees
1 Aug - 2 Aug
Studio condo with screened porch and seasonal pool/pool table - near beaches

Cozy Cottage!

9.8 out of 10, Exceptional, (21)
"A nice place to stay not far from walking distance to town and beach. "
Cozy Cottage!

Charming 4bedroom schoolhouse 2.6 miles to Wells Beach, AC,WiFi, playground,BBQ

10.0 out of 10, Exceptional, (1)
"My kids loved this house and the nice fenced in area! They were never bored. Easy communication and fast responses. Close to places to eat and not far from beaches at all. Great stay!"
Charming 4bedroom schoolhouse 2.6 miles to Wells Beach, AC,WiFi, playground,BBQ

3-bedroom house in serene Cape Neddick Maine WiFi, AC. Enjoy some peace & quiet

10.0 out of 10, Exceptional, (1)
"We loved our stay at Eric and Wendy's property. The pictures don't do it justice. The beds were very comfortable, the kitchen was fully stocked with every item you could need, and the game room was a huge hit. It's a short, easy drive to the beach. We would stay again! "
3-bedroom house in serene Cape Neddick Maine WiFi, AC. Enjoy some peace & quiet

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

The price is £121
includes taxes & fees
21 Jul - 22 Jul
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (114)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

10.0 out of 10, Exceptional, (1)
"After a looong drive, it was a pleasure to land in our cozy tiny home cove. Carley’s cabin made a perfect home base—clean, comfortable, and thoughtfully stocked with everything we needed. The amenities were excellent, and it’s easy to forget you’re actually off the grid!Although we didn’t get a chance to use it, the outdoor patio is a beautifully put-together space and would be a great spot for gathering or relaxing.Carley was incredibly helpful when we ran into a few small issues and gave us...
The price is £236
includes taxes & fees
30 Jul - 31 Jul
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
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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Frequently asked questions

Can I find holiday rentals in Kennebunkport?

Yes, there are holiday rentals close to the most popular sights in Kennebunkport, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Kennebunkport speak positively about the popular beaches and top-notch restaurants in this destination. Leave some time to check out the shops and waterfront during your trip.

What are some of the best holiday rentals that Kennebunkport has to offer?

Old Village Inn - King Room: This holiday home rental outside of Kennebunkport has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Kennebunkport?

With 188 Expedia holiday rentals, you're guaranteed to find just the right place for your Kennebunkport stay.

What’s there to see and do in Kennebunkport?

Enjoy the outdoors at Kennebunkport Village Green and Goose Rocks Beach, or simply take in cultural attractions like Seashore Trolley Museum and First Families Kennebunkport Museum. Other places in town to visit include Dock Square and Walker's Point.

What’s a holiday rental in Kennebunkport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kennebunkport. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.