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Top Holiday Rentals in Portland

Godstow House, Come and stay awhile!

10.0 out of 10, Exceptional, (2)
"Enjoyed the family time and plenty space to do it all in. Will definitly recommend to others."
Godstow House, Come and stay awhile!

Waterfront 2-bedroom Cabin in Celina with WiFi, AC & Seasonal Fishing Dock

9.6 out of 10, Exceptional, (176)
"A nice little place for a winter retreat! The heat kept us nice and warm despite the frigid temperatures outside and it was fun to wake up each morning to a wide view of the frozen lake. Very quiet neighborhood, at least in February. I will note that you have to walk through one of the bedrooms to get to the only bathroom. It wasn't a big deal for us because it was just my wife, our 1-year-old, and me, but bigger families may want to plan accordingly. The host was very communicative and...
Waterfront 2-bedroom Cabin in Celina with WiFi, AC & Seasonal Fishing Dock

The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake

9.8 out of 10, Exceptional, (18)
"Super cute place! Perched right on main with a great view and easy access. Perfect for a couple or just a get away for a party of one."
The price is £157
includes taxes & fees
29 Jun - 30 Jun
The Loft at Grand Lake - In the Heart of Downtown Celina, Steps from the Lake

mi casa es TU casa (Center)

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very accommodating for our stay and communication was great!!! "
The price is £165
includes taxes & fees
6 Jul - 7 Jul
mi casa es TU casa (Center)

Cardinal Cottage - 2 bedroom cozy home

9.6 out of 10, Exceptional, (15)
"Cutest cottage and fabulous hosts went above and beyond for us! Thank you Cole and Margee!"
The price is £127
includes taxes & fees
29 Jun - 30 Jun
Cardinal Cottage - 2 bedroom cozy home

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (191)
"An awesome place to stay with a large group. The indoor pickleball was a huge hit!!"
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

Lake View 2Bdrm Cottage in Celina, Ohio Neighborhood Near Shopping & Dining

10.0 out of 10, Exceptional, (4)
"Charlies Place is a super clean, lovely little home across the street from a private little beach. We kayak, so to be able to walk across the street to put in was a bonus. Bren is very communicative host and provides plenty of towels and kitchen supplies. There is a washer and dryer available as well. The neighborhood is quiet and neighbors are friendly as well! Will for sure book Charlies Place in the future."
Lake View 2Bdrm Cottage in Celina, Ohio Neighborhood Near Shopping & Dining

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (185)
"Plenty of room for our 25 that stayed. The pool is wonderful. Very clean and communication is excellent. This was our second stay and will do it again. Thank you Ted"
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Secluded Lake Front House with Pool -

10.0 out of 10, Exceptional, (13)
"This home was the perfect spot for our family to gather for a wedding in the area. The hosts were wonderful to communicate with and accommodate some unique family needs. "
Secluded Lake Front House with Pool -

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (64)
"Very close to Ball State, very nice location. Spacious bedrooms, comfortable living spaces. It has a nice 'home' feel to it, warm and welcoming. I hope it is available the next time we are going to be in the area. Thank you!"
5 min walk to BSU Campus - Quiet Neighborhood

Updated condo in the heart of Historic District with patio, streaming, fast WiFi

10.0 out of 10, Exceptional, (15)
"Location and condo was perfect. "
The price is £244
includes taxes & fees
30 Jun - 1 Jul
Updated condo in the heart of Historic District with patio, streaming, fast WiFi

Private apartment above a craft brewery.

9.4 out of 10, Exceptional, (13)
"Very nice accommodation. Nice laid back brewery, and very friendly people."
The price is £110
includes taxes & fees
27 Jun - 28 Jun
Private apartment above a craft brewery.

Summer Specials-Guest favorite! Near IU Hospital & Ball State University

10.0 out of 10, Exceptional, (19)
"The house is very clean and comfortably furnished. Hosts were attentive and responsive. I hope to stay there again."
Summer Specials-Guest favorite! Near IU Hospital & Ball State University

Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10

10.0 out of 10, Exceptional, (1)
"We had an AMAZING time at Elm & Ivy!! What a beautiful venue for a chill bachelorette party!! There were so many perfect little touches that added to our stay. Highly recommend- we already talked about coming back again!!"
The price is £303
includes taxes & fees
29 Jun - 30 Jun
Ft Recovery’s Historic Chapel with Speakeasy Hideaway - Host 40 guests/Sleeps 10

Lake Retreat Near State Park — Seasonal Pool, Hot Tub, Boat Dock, Dogs Welcome

10.0 out of 10, Exceptional, (13)
"We loved this property! Very family-friendly with a treasure hunt my granddaughter adored!! (Just for information, all bedrooms are upstairs for those who are challenged by stairs.) Kitchen is well stocked with pans, utensils, and serveware. Bring spices only, all else is provided. Sparkling clean and beautifully decorated with a new hot tub. Hosts are outstanding, none better. You will not regret renting this property. A"
Lake Retreat Near State Park — Seasonal Pool, Hot Tub, Boat Dock, Dogs Welcome

lake front 2 br condo close to bsu

9.2 out of 10, Wonderful, (45)
"If mattresses are replaced, rating would be Excellent!"
lake front 2 br condo close to bsu

mi casa es TU casa (WEST)

2.0 star property
9.8 out of 10, Exceptional, (6)
"Loved staying at this property. The single room studio was great for a quick overnight stay. Loved the decor and the newness and cleanliness of the space. Nice and close to Taylor University"
The price is £112
includes taxes & fees
1 Jul - 2 Jul
mi casa es TU casa (WEST)

3 bedroom 1.5 bath house. Walkable to BSU and many restaurants, ping pong table

10.0 out of 10, Exceptional, (3)
"This delightful home made a great homebase for our busy weekend prepping and attending our neice’s wedding. It was close to the venue and was a comfy place to watch a movie and chat after our busy days. Hubby was a bit disappointed about not having access to ping pong, but we didn’t have a ton of free time to play anyway. We would stay here again if in the area."
3 bedroom 1.5 bath house. Walkable to BSU and many restaurants, ping pong table

Central House Home Away From Home!

10.0 out of 10, Exceptional, (25)
"This is a beautiful, well-maintained property. We hope to stay here again on our next visit to the area."
Central House Home Away From Home!

Pet-Friendly Ohio Escape w/ Deck & Community Dock!

7.6 out of 10, Good, (14)
"It was good, would go back."
Pet-Friendly Ohio Escape w/ Deck & Community Dock!
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

Are there holiday rentals in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay. Portland is known for its shopping and churches.

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

Godstow House, Come and stay awhile!: This highly rated holiday home rental in Portland offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your holiday with amenities such as a pool table.

What’s there to see and do in Portland?

While you're exploring the area, Lehman Park and Saint Henry North Park are a couple of picturesque spots to get outside and enjoy nature. Limberlost State Historical Site and Berne Clock Tower are a couple of places you'll find in the wider area.

What’s a holiday rental in Portland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Portland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.