Best Vacation Homes in Kittery
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $652/Night
For 7 Nights US $4,563
1097.92 ft²
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $307/Night
For 7 Nights US $2,149
US $122/Night
For 7 Nights US $856
1100 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $156/Night
For 7 Nights US $1,089
20451.43 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Balcony/Terrace
- Pet Friendly
- Parking
US $315/Night
For 7 Nights US $2,205
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $445/Night
For 7 Nights US $3,113
600 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $293/Night
For 7 Nights US $2,048
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $487/Night
For 7 Nights US $3,406
Kittery Luxury Rentals
8 Guests
4 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $1,018/Night
For 7 Nights US $7,128
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $820/Night
For 7 Nights US $5,741
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $795/Night
For 7 Nights US $5,567
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $624/Night
For 7 Nights US $4,369
2000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $511/Night
For 7 Nights US $3,575
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $382/Night
For 7 Nights US $2,674
1100 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $352/Night
For 7 Nights US $2,465
267.75 ft²
8 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- View
US $346/Night
For 7 Nights US $2,420
Kittery Pet Friendly Vacation Rentals
1430 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $310/Night
For 7 Nights US $2,167
6996.54 ft²
4 Guests
1 Bedroom
1 Bathroom
House
- Pet Friendly
- Parking
- Child Friendly
US $270/Night
For 7 Nights US $1,890
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $137/Night
For 7 Nights US $961
1900 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $146/Night
For 7 Nights US $1,025
6243.07 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $232/Night
For 7 Nights US $1,625
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $425/Night
For 7 Nights US $2,975
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $200/Night
For 7 Nights US $1,397
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $282/Night
For 7 Nights US $1,976
Kittery Top Rated Vacation Rentals
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $129/Night
For 7 Nights US $906
US $68/Night
For 7 Nights US $477
301.39 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $233/Night
For 7 Nights US $1,628
US $205/Night
For 7 Nights US $1,437
US $86/Night
For 7 Nights US $600
6 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $653/Night
For 7 Nights US $4,574
Why Choose Rent By Owner for your Kittery Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Kittery Vacation Rentals
Where are the best neighborhoods to stay in Kittery?
Choosing the right neighborhood in Kittery, Maine, can greatly enhance your vacation experience. Whether you prefer staying close to charming local shops, scenic waterfronts, or quieter residential areas, Kittery's diverse neighborhoods offer a variety of options to suit your preferences. Each area provides unique access to the natural beauty and inviting community atmosphere that makes Kittery an ideal destination for your getaway. By exploring different neighborhoods, you'll find the perfect spot to enjoy your stay and create lasting memories during your time in this welcoming seaside town.
South Eliot
Experience a serene stay in this tranquil part of the region, where you can enjoy peaceful surroundings and easy access to local attractions. Here, you’ll find comfortable vacation rentals that make exploring the area both convenient and enjoyable.
View 60+ Rentals in South EliotBest Times to Visit Kittery
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as seasonal weather and local events in Kittery, Maine influence the best periods for exploring and enjoying the region’s unique charm.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination sees an influx of visitors enjoying outdoor activities and the scenic coastline. Booking your vacation rental early ensures you secure a comfortable spot in the region's most desirable properties.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
Fall (September to October)
In the early fall, the area offers vibrant foliage and pleasant weather, attracting travelers seeking a peaceful retreat. Securing a rental during this time allows you to experience the region's natural beauty at its best.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 55°F
Off-Season Highlights
Winter (November to February)
The quiet winter months bring fewer visitors, offering a more relaxed experience. This is an ideal time to find affordable vacation rentals and enjoy serene coastal views without the crowds.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
Spring (March to May)
As nature begins to bloom, you can enjoy lower rates on vacation rentals while experiencing the region's awakening season. It’s a perfect opportunity for those preferring a tranquil visit with mild temperatures.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Kittery
How to Book Your Kittery Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Kittery
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas such as patios or decks, perfect for relaxing and taking in the scenic surroundings.
- Take advantage of private gardens or landscaped yards that provide a peaceful outdoor retreat.
- Make the most of outdoor dining amenities like grills or barbecue stations for alfresco meals.
- Benefit from access to nearby beaches or waterfronts for swimming, sunbathing, or water activities.
- Experience the comfort of outdoor fireplaces or fire pits, ideal for cozy evenings under the stars.
- Utilize outdoor recreational equipment such as bikes, kayaks, or paddleboards available on-site or nearby.
- Relax in outdoor lounge areas designed for socializing and enjoying the fresh regional air.
Top Attractions Around Kittery
What attractions are nearby?
In this charming coastal area, you can enjoy a variety of outdoor activities such as scenic hiking, boating, and exploring local shops and eateries, all just a short distance from your vacation rentals in Kittery, Maine.
Family Activities
- Visit the Kittery Outlets: Enjoy a family-friendly shopping experience at this popular outlet mall, perfect for finding great deals and souvenirs here in the region.
- Explore Fort McClary State Historic Site: Discover the area's rich history through engaging tours and scenic views of the harbor at this historic fort.
- Discover the Kittery Community Center: Participate in family-oriented activities, classes, or outdoor recreation designed to entertain all ages in the area.
- Spend a day at the nearby beaches: Relax and play on the sandy shores close to your vacation rental, ideal for sunbathing, swimming, or picnicking with loved ones here in southern Maine.
Adult Activities
- Discovering local art galleries: Explore the thriving art scene, where you can enjoy contemporary exhibitions and unique crafts that reflect the area's creative spirit.
- Shopping at outlet centers and boutique stores: Find great deals and one-of-a-kind items at popular shopping destinations within the region, perfect for leisurely afternoons.
- Dining at seaside restaurants: Savor fresh seafood and regional cuisine while taking in scenic views along the coast here in the area.
- Enjoying coastal walks and nature trails: Experience the natural beauty of the region on picturesque trails that wind through lush landscapes and offer scenic ocean vistas.
Other Places to Stay in Kittery, ME
Kittery Historical and Naval Museum
Tanger Outlets Kittery
Kittery Outlets
Yummies Candy and Nuts
Kittery Travel Tips
How Can You Make the Most of Your Stay?
- Explore local eateries and shops: Take advantage of the area's charming downtown to enjoy authentic Maine cuisine and browse unique boutiques, adding a flavorful touch to your stay.
- Visit scenic coastal spots: Plan outings to nearby beaches and waterfront areas to relax and soak in the region’s natural beauty, making the most of your seaside getaway.
- Schedule outdoor activities: Customize your trip with kayaking, hiking, or biking adventures that showcase the stunning landscapes surrounding here, ensuring an active and memorable visit.
- Take advantage of seasonal events: Check out local festivals and community gatherings during your stay for an authentic experience of this destination’s vibrant culture.
Transportation Options
- Amtrak Downeaster: You can catch the Amtrak Downeaster from nearby stations, offering convenient rail service to and from this scenic region.
- Portsmouth International Airport at Pease: This regional airport provides accessible flights for travelers coming from beyond the area, making it a practical transportation option.
- Local Bus Services: Local bus routes connect key areas within the region, allowing you to explore without the need for a car during your stay.
- Taxis and Rideshare Services: Taxis and popular rideshare options are readily available to help you navigate comfortably around here and nearby destinations.
Local Customs Options
- Fisherman's Traditions: Locals in this region have a long-standing connection to fishing, often celebrating the industry through local festivals and seafood cuisine.
- Seafood Dining Etiquette: It's customary here to enjoy fresh lobster and clams, with many eateries offering traditional methods like cracking your own lobster for an authentic experience.
- Lighthouse Observances: Visiting or viewing the historic lighthouses is a cherished activity, reflecting the area's maritime heritage and guiding principles.
- Community Gatherings: Participating in seasonal festivals and outdoor markets provides insight into the warm and welcoming spirit prevalent throughout this coastal destination.
Frequently Asked Questions About Kittery?
1. What are the top vacation rentals in Kittery?
There are a lot of options in Kittery. If you plan on staying in the Kittery area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kittery:
- Coastal Cottage - Porch, Grill, Walk to Portsmouth
- Charming 3-Bedroom Home Near Downtown Portsmouth!
- Harbor Vista House⚓️ 3rd FLR deck,Walk to Portsmouth
- Portsmouth Harbor Boathouse
- Newly renovated cottage
- Kittery Cove | Luxe, Views, Walk to Portsmouth
- Fresh + Modern Garden Level Kittery Studio
- The Water Street Inn
- Sea-Esta House - Walk to DWTN Portsmouth, Shipyard; Drive to UNH, Beaches, Pease
- Home2 Suites By Hilton Kittery
2. Which vacation homes in Kittery are best for families?
If you are looking for a family-friendly vacation home in Kittery, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kittery:
3. How many Rentbyowner vacation rentals are available in Kittery?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 61 in the Kittery area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Kittery.
4. What is the cancellation policy for vacation rentals in this region?
The cancellation policy varies depending on the listing. You should review the specific terms outlined in the rental agreement or contact the property owner directly to understand the cancellation options available for your stay.
5. Are there any additional fees I should be aware of when booking a rental in this area?
Additional fees such as cleaning, service charges, or security deposits may apply and are detailed in each listing. It's advisable to read the full description and inquire with the owner for clarity before confirming your reservation.
6. How do I ensure my stay complies with local regulations and house rules?
You can find the house rules on the property listing or by communicating directly with the owner before booking. Following these guidelines helps ensure a smooth stay and respects the community standards here.
7. What amenities are typically included in vacation rentals around this destination?
Most rentals offer essential amenities like Wi-Fi, kitchen facilities, and parking. To confirm specific features, review the listing details or contact the host directly to ensure the property meets your needs.
8. How far in advance should I book my vacation rental in this region?
It's recommended to book several weeks to months ahead, especially during peak seasons, to secure your preferred accommodation. Check the availability calendar on your chosen listing and plan accordingly.
