
Holiday rentals with breakfast in Kittery
Find and book unique rentals with breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Kittery

Total holiday rentals
Explore 40 holiday rentals in Kittery

Nightly prices starting at
Kittery holiday rentals start at £66 per night before taxes and fees

Verified guest reviews
Over 5,030 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wifi availability
40 of Kittery holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kittery rentals

4.8 Average rating
Kittery stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with breakfast in Kittery
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

Charming 2 Bedroom Apartment in Historic Ipswich.
In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Rocky Neck Retreat
.Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrates historic architecture with modern touches.If you come for hikes, beach/music/food scene, you will enjoy the Rocky Neck District .The unique home has 4 bedrooms /4 Queen Beds. Speedy WIFI .Parking is up a steep narrow drive . NO trucks or XL SUVs. 2 cars max. Note* Kitchen and LR are upstairs.There are stairs. Contact owner for questions re:parking or limited mobility.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

The Creaky Cauldron-Wizards and Witches Welcome!
Welcome to The Creaky Cauldron, an enchanting escape inspired by the world of witches and wizards located in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house or subject to give our guests an immersive experience. Each of our 7 rooms is inspired by each of the 7 books in our favorite magical fantasy series.

The Nest! VERY CLEAN! Near downtown! Self check-in
**Please note: As of Summer 2026, Airbnb has shifted its service fee from guests to hosts. My rates & fees have been adjusted to reflect this change, not to increase my profit. The total ending cost to guests remains the same as before. :) Welcome to The Nest! We offer a beautiful private studio suite in Kennebunk, Maine! We are half a mile from downtown Kennebunk Village and less than 15 minutes to Kennebunkport and local beaches! A keyless entry makes check-in a breeze!

Lovely Waterfront Seacoast Suite
Cozy waterfront suite , king size bedroom perfect for a relaxing escape. Just minutes from Portsmouth and Durham, it’s ideal for a romantic getaway, attending a local event, or visiting the University of New Hampshire. Enjoy a private patio and waterfront deck featuring a seasonally heated dome and a year-round fire pit. A duraflame log for winter use in the living room fireplace. You’ll find many nice extras here. Peaceful coastal charm near the New Hampshire–Maine border.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Spacious private Studio & Experienced SuperHosts!
Move-in ready, furnished & fully equipped apartment near downtown & river in working class, generally quiet pocket neighborhood. Separate entrance, spacious sleeping/living room, lots of windows, DOUBLE bed, couch, AC, TV, cable & WiFi, 3/4 bath. We disinfect spaces with UVC lamp & hospital-grade cleaning products as part of our deep cleaning & disinfection protocols. WALK to local fresh market, restaurants, cafes & bars for takeout or eat in.

History Steps from the Beach
If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.
Popular amenities for rentals with breakfast in Kittery
House rentals with breakfast

The Sandpiper Cottage at Goose Rocks Beach

Explore Portland from a 18th-Century Victorian

Sokokis Lake House

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Mountain River Spacious Country Stu

Charming Cottage in Portsmouth Historic Waterfront

Historic Waterfront Home in York Harbor Sleeps 17

Pure Maine Classic 4B, Beaches, Harbors & Gardens
Apartment rentals with breakfast

The Ghoul’s Attic-For 90s Witches and Wannabes

3 room suite, 24 miles to Boston, British decor

Luxury Retreat In Back Cove | 10 Min to Downtown

Charming Victorian farmhouse 1880's bedrooms-2

Maria's Casa

Charming Saltwater Farm apartment

Spacious, airy apt., steps from Eastern Promenade

Brenda and Phil's Place
Bed and breakfast rentals with breakfast

Bright and sunny 1 bed with adjacent lounge area

~ Brookhirst Farm ~ 3 Bedrooms, 2 Full Baths

Charming Maine Farmhouse & 1 full breakfast! (Rm2)

Private living/dining/ kitchenette - Treetop Suite

Charming Country Home 1 or 2 Bedrms/Meredith, NH

Spacious Room in Charming Antique Victorian - SOPO

Seaside Gardens guest room private floor by beach
A Room at the Top-sep. entrance, private bath
When is the best time to visit Kittery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £199 | £182 | £168 | £168 | £223 | £216 | £233 | £250 | £232 | £231 | £218 | £180 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- Rentals with a hot tub Kittery
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- Rentals with breakfast York County
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- Rentals with breakfast United States
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Revere Beach
- Long Sands Beach
- Short Sands Beach
- Willard Beach
- Canobie Lake Park
- York Harbor Beach
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- Cape Neddick Beach
- Footbridge Beach
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- Jenness Beach
- Snhu Arena
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Salisbury Beach
- Salem Witch Museum
- Good Harbor Beach
- Wallis Sands Beach
- Things to do Kittery
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