
Kittery Point Vacation Rentals
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Our top choices for Kittery Point vacation rentals

1. Amazing harbor/ocean views of Pepperrell Cove
Amazing harbor/ocean views of Pepperrell Cove
2. Great Island Inn
Great Island Inn
3. Treadwell Mansion
Treadwell Mansion
4. Rye Motor Inn - Oceanfront, Walk to Beach
Rye Motor Inn - Oceanfront, Walk to Beach
5. Fresh + Modern Garden Level Kittery Studio
Fresh + Modern Garden Level Kittery Studio
6. Great Island Inn - King Studio Apt - Main Street View
Great Island Inn - King Studio Apt - Main Street View
7. Historical Apt. In Downtown Portsmouth
Historical Apt. In Downtown Portsmouth
8. Spacious 2BR York Retreat w/ Big Backyard
Spacious 2BR York Retreat w/ Big Backyard
9. Harbor Serenity | Private Deck | Mins to Beach
Harbor Serenity | Private Deck | Mins to Beach
10. Downtown Portsmouth 2 Bedroom 2 King Beds
Downtown Portsmouth 2 Bedroom 2 King Beds
11. The Penthouse at Penhallow
The Penthouse at Penhallow
12. Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
Speakeasy Vibe ~ Luxe 1BR ~ <2min walk to MKT SQ
13. Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
14. The Deck Downtown | Walk 2 Downtown | Washer/Dryer
The Deck Downtown | Walk 2 Downtown | Washer/Dryer
15. Market Street Loft in Historic Downtown Portsmouth
Market Street Loft in Historic Downtown Portsmouth
16. The Perch on Penhallow, Downtown Portsmouth
The Perch on Penhallow, Downtown Portsmouth
17. Tugboat Vista 2 Bedroom Downtown Portsmouth
Tugboat Vista 2 Bedroom Downtown Portsmouth
18. Bright Bungalow, King-size Bed, Fence-in Backyard–Cool, Cozy & Dog Friendly
Bright Bungalow, King-size Bed, Fence-in Backyard–Cool, Cozy & Dog Friendly
19. Chic Loft-Style Condo in Downtown Portsmouth
Chic Loft-Style Condo in Downtown Portsmouth
20. Townhouse Apt 2 w Parking in Downtown Portsmouth
Townhouse Apt 2 w Parking in Downtown PortsmouthFind vacation rentals that suit your style
Top Kittery Point Hotel Reviews

Ogunquit - The Milestone
Find out more about Kittery Point
You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kittery Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

































































