Surf Break Rentals - Vacation Rentals in Portsmouth

Excellent walkable location - Bright & Modern, Pets Welcome! From US $471
         

Manifest Upscale Spacious 2BD/2BA Apartment w/ balcony, fireplace From US $218
         

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7.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Child Friendly
Oxford Suites Portland - Jantzen Beach From US $132
         

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9.0 (1576 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Amazing architecture in the heart of walking neighborhod From US $1,174
         

Stunning Modern Home in Trendy and Hip Mississippi District From US $668
         

Luxury Places to Stay in Portsmouth

Over 267+ Luxury Places to Stay in or Near Portsmouth
fifty windows I light filled getaway From US $785
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Mocks Crest Oasis- 5BD/2BA- Arbor Lodge Getaway From US $727
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Walk to Williams District: Home w/Hot Tub & Patio From US $673
         

9.8 (146 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
4BR Portland Stay | Walkable Unique Fun From US $661
         

Overlook Gem - Steps from Mississippi From US $630
         

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New
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The Spanish Flat | 3BR/2BA | Mississippi Ave From US $609
         

10.0 (1 Review)
Apartment
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  • Parking
  • Pet Friendly
Turquoise Craftsman-Historic Kenton From US $601
         

New
House
  • Air Conditioner
  • Pet Friendly
  • TV
Overlook Victorian Mansion 5 Bedroom 10 Guests From US $584
         

9.8 (56 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Portsmouth

Over 22+ Top-Rated Vacation Rentals with a Pool in or Near Portsmouth
Holiday Inn Portland - Columbia Riverfront by IHG From US $145
         

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8.8 (957 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Hotel & Suites Portland - Jantzen Beach by IHG From US $147
         

Oxford Suites Portland - Jantzen Beach From US $136
         

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8.3 (210 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Portland - Columbia Riverfront by IHG From US $145
         

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8.2 (288 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn by Marriott Portland North From US $206
         

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8.2 (89 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Fairfield Inn & Suites by Marriott Portland North From US $143
         

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8.1 (235 Reviews)
Hotel
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  • Pet Friendly
Courtyard by Marriott Portland North From US $161
         

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8.1 (141 Reviews)
Hotel
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  • Parking
  • Pet Friendly
La Quinta by Wyndham Portland NW From US $129
         

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7.7 (836 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Portsmouth

Over 78+ Pet-Friendly Vacation Rentals in or Near Portsmouth
Portland Sanctuary From US $347
         

9.8 (116 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay Portland - Mississippi Micro-Luxe - Mid-Century Style From US $151
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
La Quinta Inn & Suites by Wyndham Portland NW From US $127
         

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8.0 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Watts Landing - a city escape From US $210
         

9.8 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Portland Escape From US $251
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
#StayinMyDistrict St Johns Forest Park Apt From US $214
         

8.6 (4 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Balcony/Terrace
Upscale 1/1 apt close to Fred Meyers, MAX tram and 305 exit From US $124
         

6.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Portsmouth

Over 8+ Large Vacation Homes & Villas in or Near Portsmouth
Walk to Williams District: Home w/Hot Tub & Patio From US $479
         

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9.2 (5 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Luxury 3/3 apartment close to MAX tram, Fred Meyer at exit 305 From US $145
         

1923 Bungalow with Modern Charm From US $425
         

1.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
Remodeled Historic Home 7BR/4BA | NE Portland From US $744
         

Wheelchair Accessible Vacation Homes in Portsmouth

Over 16+ Wheelchair Accessible Vacation Homes in or Near Portsmouth
Movie Night From US $130
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Portlander Inn and Marketplace From US $155
         

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9.2 (1650 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
The Portlander Inn and Marketplace From US $148
         

8.8 (524 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn by Marriott Portland North From US $187
         

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8.6 (534 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Mississippi District Bungalow From US $275
         

9.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Fairfield Inn & Suites by Marriott Portland North From US $138
         

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8.4 (847 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Portsmouth Vacation Rentals and Airbnb Places to Stay Under $200

Over 159+ Portsmouth Vacation Rentals and Airbnb Places to Stay Under $200
St. John’s/cathedral park getaway From US $152
         

10.0 (50 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
One Mississippi Ave - Adventures in Portland! From US $182
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Rare Mississippi Ave Suite - 94 WalkScore, Disney+ From US $72
         

Modern & Bright Walkable U of P Studio, Fast WiFi From US $164
         

10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Private, cozy, airy garden studio suite, for 1 or 2 guests From US $125
         

9.8 (24 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
#StayInMyDistrict Overlook Backyard Tiny Suite From US $167
         

8.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Landing | Spectacular 2BD, Gym From US $190
         

New
Apartment
  • Air Conditioner
  • TV
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Instantly Bookable Vacation Homes in Portsmouth

Over 122+ Instantly Bookable Vacation Homes in or Near Portsmouth
Dragonfly House-One Bedroom Craftsman in Trendy Kenton From US $209
         

10.0 (60 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern 4-bdrm Cape Cod House, Popular NE Portland From US $419
         

#StayInMyDistrict St. Johns Bungalow From US $453
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
#StayInMyDistrict Arbor Lodge & Popular Overlook From US $251
         

9.8 (11 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
#StayInMyDistrict Piedmont Near Parks and Shopping From US $262
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
This light, bright cottage is located in St Johns in Portland From US $220
         

9.6 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About Portsmouth Vacation Rentals

With more than 276 Portsmouth vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surfbreakrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Portsmouth.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Surfbreakrentals Portsmouth, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Portsmouth. Places to stay near Portsmouth are 998.22 ft² on average, with prices averaging US $212 a night.

Surfbreakrentals makes it easy and safe to find and compare vacation rentals in Portsmouth with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Portsmouth

Type Count
Vacation Homes 141
Holiday Apartments 83
Hotels 35
Cottages 4
B&B 1
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Portsmouth

Pro Tip: Surfbreakrentals makes it easy to compare the best listings on Surfbreakrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surfbreakrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Portsmouth.

Weather in Portsmouth

View the weather forecast for Portsmouth before booking your Portsmouth Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Portsmouth Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Portsmouth?
How many vacation rentals are available in Portsmouth?

Currently, the total number of properties listed in 2026 is over 276 in the Portsmouth area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portsmouth.